Michal L. Szostak, Ph.D. - Publications

Affiliations: 
2009 Medicinal Chemistry University of Kansas, Lawrence, KS, United States 
Area:
Organic Chemistry

224 high-probability publications. We are testing a new system for linking publications to authors. You can help! If you notice any inaccuracies, please sign in and mark papers as correct or incorrect matches. If you identify any major omissions or other inaccuracies in the publication list, please let us know.

Year Citation  Score
2024 Gao Y, Hu Y, Ye J, Ma Z, Feng J, Liu X, Lei P, Szostak M. Pd-NHC (NHC = N-Heterocyclic Carbene)-Catalyzed B-Alkyl Suzuki Cross-Coupling of 2-Pyridyl Ammonium Salts by N-C Activation: Application to the Discovery of Agrochemical Molecular Hybrids. Organic Letters. PMID 38466078 DOI: 10.1021/acs.orglett.4c00549  0.362
2024 Zhang J, Liu T, Zhang G, Cai J, Wang Y, Tong J, Ma Y, Szostak R, Szostak M. Indazolin-3-ylidenes (Indy*): easily accessible, sterically-hindered indazole-derived N-heterocyclic carbenes and their application in gold catalysis. Dalton Transactions (Cambridge, England : 2003). PMID 38344761 DOI: 10.1039/d4dt00287c  0.392
2024 Chen L, Ji H, Ding Y, Szostak M, Liu C. Palladium-Catalyzed Decarbonylative Sonogashira Alkynylation of Carboxylic-Phosphoric Anhydrides. The Journal of Organic Chemistry. PMID 38288991 DOI: 10.1021/acs.joc.3c02701  0.373
2023 Zhao Q, Rahman M, Zhou T, Yang S, Lalancette R, Szostak R, Szostak M. Wingtip-Flexible N-Heterocyclic Carbenes: Unsymmetrical Connection between IMes and IPr. Angewandte Chemie (International Ed. in English). e202318703. PMID 38135660 DOI: 10.1002/anie.202318703  0.348
2023 Yang S, Yu X, Szostak M. Divergent Acyl and Decarbonylative Liebeskind-Srogl Cross-Coupling of Thioesters by Cu-Cofactor and Pd-NHC (NHC = N-Heterocyclic Carbene) Catalysis. Acs Catalysis. 13: 1848-1855. PMID 38037656 DOI: 10.1021/acscatal.2c05550  0.403
2023 Liu C, Szostak M. Amide N-C Bond Activation: A Graphical Overview of Acyl and Decarbonylative Coupling. Synopen (2017). 7: 88-101. PMID 38037650 DOI: 10.1055/a-2035-6733  0.439
2023 Podchorodecka P, Dziuk B, Szostak R, Szostak M, Bisz E. IPr* - a new class of sterically-hindered, wingtip-flexible N,C-chelating oxazole-donor N-heterocyclic carbene ligands. Dalton Transactions (Cambridge, England : 2003). PMID 37698540 DOI: 10.1039/d3dt02255b  0.375
2023 Zhu X, Wan K, Zhang J, Zhao H, He Y, Ma Y, Yang X, Szostak M. Esterification of Thioamides via Selective N-C(S) Cleavage under Mild Conditions. Organic Letters. PMID 37578346 DOI: 10.1021/acs.orglett.3c02238  0.365
2023 Rahman MM, Zhao Q, Meng G, Lalancette R, Szostak R, Szostak M. [IPr-PEPPSI]: A Well-Defined, Highly Hindered and Broadly Applicable Pd(II)-NHC (NHC = N-Heterocyclic Carbene) Precatalyst for Cross-Coupling Reactions. Molecules (Basel, Switzerland). 28. PMID 37570803 DOI: 10.3390/molecules28155833  0.392
2023 Yang S, Yu X, Liu Y, Tomasini M, Caporaso L, Poater A, Cavallo L, Cazin CSJ, Nolan SP, Szostak M. . The Journal of Organic Chemistry. PMID 37467445 DOI: 10.1021/acs.joc.3c00912  0.431
2023 Rahman MM, Meng G, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. IOct (IOctyl) - pushing the limits of IBu: highly hindered electron-rich N-aliphatic N-heterocyclic carbenes. Chemical Science. 14: 5141-5147. PMID 37206400 DOI: 10.1039/d3sc01006f  0.358
2023 Hu Y, Gao Y, Ye J, Ma Z, Feng J, Liu X, Lei P, Szostak M. Suzuki-Miyaura Cross-Coupling of 2-Pyridyl Trimethylammonium Salts by N-C Activation Catalyzed by Air- and Moisture-Stable Pd-NHC Precatalysts: Application to the Discovery of Agrochemicals. Organic Letters. PMID 37079757 DOI: 10.1021/acs.orglett.3c00741  0.33
2023 Gao P, Szostak M. Hydration Reactions Catalyzed by Transition Metal-NHC (NHC = N-Heterocyclic Carbene) Complexes. Coordination Chemistry Reviews. 485. PMID 37064328 DOI: 10.1016/j.ccr.2023.215110  0.373
2023 Nan J, Ren X, Yan Q, Liu S, Wang J, Ma Y, Szostak M. Hypervalent iodine-promoted twofold oxidative coupling of amines with amides and thioamides: chemoselective pathway to oxazoles and thiazoles. Chemical Science. 14: 3338-3345. PMID 36970078 DOI: 10.1039/d3sc00301a  0.369
2023 Bie F, Liu X, Szostak M, Liu C. Decarbonylative Alkynylation of Aryl Anhydrides via Palladium Catalysis. The Journal of Organic Chemistry. PMID 36896970 DOI: 10.1021/acs.joc.2c03039  0.389
2023 Liu C, Xing YY, Zhou T, Chen T, Hong X, Szostak M. Carboxylic-Phosphoric Anhydrides as Direct Electrophiles for Decarbonylative Hirao Cross-Coupling of Carboxylic Acids: DFT Investigation of Mechanistic Pathway. Chemistry, An Asian Journal. PMID 36748306 DOI: 10.1002/asia.202201262  0.335
2022 Zhou T, Gao P, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. Well-Defined, Air- and Moisture-Stable Palladium-Imidazo[1,5-]pyridin-3-ylidene Complexes: A Versatile Catalyst Platform for Cross-Coupling Reactions by L-Shaped NHC Ligands. Catalysis Science & Technology. 12: 6581-6589. PMID 38045636 DOI: 10.1039/d2cy01136k  0.316
2022 Rahman MM, Zhang J, Zhao Q, Feliciano J, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. Pd-PEPPSI N-Heterocyclic Carbene Complexes from Caffeine: Application in Suzuki, Heck, and Sonogashira Reactions. Organometallics. 41: 2281-2290. PMID 38031591 DOI: 10.1021/acs.organomet.2c00262  0.326
2022 Zhang J, Li T, Li X, Lv A, Li X, Wang Z, Wang R, Ma Y, Fang R, Szostak R, Szostak M. Thiazol-2-ylidenes as N-Heterocyclic carbene ligands with enhanced electrophilicity for transition metal catalysis. Communications Chemistry. 5: 60. PMID 36697942 DOI: 10.1038/s42004-022-00675-7  0.384
2022 Bisz E, Podchorodecka P, Li H, Ochędzan-Siodłak W, An J, Szostak M. Sequential Iron-Catalyzed C(sp)-C(sp) Cross-Coupling of Chlorobenzamides/Chemoselective Amide Reduction and Reductive Deuteration to Benzylic Alcohols. Molecules (Basel, Switzerland). 28. PMID 36615417 DOI: 10.3390/molecules28010223  0.321
2022 Yang S, Yu X, Poater A, Cavallo L, Cazin CSJ, Nolan SP, Szostak M. Buchwald-Hartwig Amination and C-S/S-H Metathesis of Aryl Sulfides by Selective C-S Cleavage Mediated by Air- and Moisture-Stable [Pd(NHC)(μ-Cl)Cl] Precatalysts: Unified Mechanism for Activation of Inert C-S Bonds. Organic Letters. PMID 36480689 DOI: 10.1021/acs.orglett.2c03717  0.309
2022 Chu W, Zhou T, Bisz E, Dziuk B, Lalancette R, Szostak R, Szostak M. CAAC-IPr*: easily accessible, highly sterically-hindered cyclic (alkyl)(amino)carbenes. Chemical Communications (Cambridge, England). 58: 13467-13470. PMID 36382995 DOI: 10.1039/d2cc05668b  0.304
2022 Yang S, Li H, Yu X, An J, Szostak M. Suzuki-Miyaura Cross-Coupling of Aryl Fluorosulfonates Mediated by Air- and Moisture-stable [Pd(NHC)(μ-Cl)Cl] Precatalysts: Broad Platform for C-O Cross-Coupling of Stable Phenolic Electrophiles. The Journal of Organic Chemistry. PMID 36305513 DOI: 10.1021/acs.joc.2c01778  0.331
2022 Gao P, Rahman MM, Zamalloa A, Feliciano J, Szostak M. Classes of Amides that Undergo Selective N-C Amide Bond Activation: The Emergence of Ground-State Destabilization. The Journal of Organic Chemistry. PMID 36054817 DOI: 10.1021/acs.joc.2c01094  0.449
2022 Lei P, Wang Y, Zhang C, Hu Y, Feng J, Ma Z, Liu X, Szostak R, Szostak M. Sonogashira Cross-Coupling of Aryl Ammonium Salts by Selective C-N Activation Catalyzed by Air- and Moisture-Stable, Highly Active [Pd(NHC)(3-CF-An)Cl] (An = Aniline) Precatalysts. Organic Letters. PMID 36001796 DOI: 10.1021/acs.orglett.2c02534  0.322
2022 Tomasini M, Zhang J, Zhao H, Besalú E, Falivene L, Caporaso L, Szostak M, Poater A. A predictive journey towards -thioamides/amides. Chemical Communications (Cambridge, England). PMID 35983851 DOI: 10.1039/d2cc04228b  0.308
2022 Zhao Q, Li G, Nareddy P, Jordan F, Lalancette R, Szostak R, Szostak M. Structures of the Most Twisted Thioamide and Selenoamide: Effect of Higher Chalcogens of Twisted Amides on N-C(X) Resonance. Angewandte Chemie (International Ed. in English). PMID 35776856 DOI: 10.1002/anie.202207346  0.363
2022 Zhang J, Zhao H, Li G, Zhu X, Shang L, He Y, Liu X, Ma Y, Szostak M. Transamidation of thioamides with nucleophilic amines: thioamide N-C(S) activation by ground-state-destabilization. Organic & Biomolecular Chemistry. PMID 35441645 DOI: 10.1039/d2ob00412g  0.417
2022 Zuo D, Wang Q, Liu L, Huang T, Szostak M, Chen T. Highly Chemoselective Transamidation of Unactivated Tertiary Amides by Electrophilic N-C(O) Activation by Amide-to-Acyl Iodide Re-routing. Angewandte Chemie (International Ed. in English). e202202794. PMID 35355386 DOI: 10.1002/anie.202202794  0.46
2022 Zhang J, Zhang P, Ma Y, Szostak M. Mechanochemical Synthesis of Ketones via Chemoselective Suzuki-Miyaura Cross-Coupling of Acyl Chlorides. Organic Letters. PMID 35297638 DOI: 10.1021/acs.orglett.2c00519  0.419
2022 Cervantes-Reyes A, Smith AC, Chinigo GM, Blakemore DC, Szostak M. Decarbonylative Pd-Catalyzed Suzuki Cross-Coupling for the Synthesis of Structurally Diverse Heterobiaryls. Organic Letters. PMID 35200025 DOI: 10.1021/acs.orglett.2c00267  0.314
2022 Li G, Xing Y, Zhao H, Zhang J, Hong X, Szostak M. Chemoselective Transamidation of Thioamides by Transition-Metal-Free N-C(S) Transacylation. Angewandte Chemie (International Ed. in English). PMID 35122374 DOI: 10.1002/anie.202200144  0.347
2021 Liu C, Szostak M. Forging C-S Bonds Through Decarbonylation: New Perspectives for the Synthesis of Privileged Aryl Sulfides. Chemcatchem. 13: 4878-4881. PMID 36213423 DOI: 10.1002/cctc.202101206  0.378
2021 Liu C, Szostak M. Decarbonylative Sonogashira Cross-Coupling: Fruitful Marriage of Alkynes with Carboxylic Acid Electrophiles. Organic Chemistry Frontiers : An International Journal of Organic Chemistry. 9: 216-222. PMID 35495770 DOI: 10.1039/d1qo01539g  0.389
2021 Zhang J, Zhang P, Shao L, Wang R, Ma Y, Szostak M. Mechanochemical Solvent-Free Suzuki-Miyaura Cross-Coupling of Amides via Highly Chemoselective N-C Cleavage. Angewandte Chemie (International Ed. in English). PMID 34877756 DOI: 10.1002/anie.202114146  0.459
2021 Liu FS, Li DH, Lan XB, Song AX, Rahman MM, Xu C, Huang FD, Szostak R, Szostak M. Buchwald-Hartwig Amination of Coordinating Heterocycles Enabled by Large-but-Flexible Pd-BIAN-NHC Catalysts*. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 34773313 DOI: 10.1002/chem.202103341  0.305
2021 Zhang W, Bie F, Ma J, Zhou F, Szostak M, Liu C. Palladium-Catalyzed Decarbonylative Borylation of Aryl Anhydrides. The Journal of Organic Chemistry. 86: 17445-17452. PMID 34747599 DOI: 10.1021/acs.joc.1c02134  0.395
2021 Liu C, Szostak M. Decarbonylative Sulfide Synthesis from Carboxylic Acids and Thioesters via Cross-Over C-S Activation and Acyl Capture. Organic Chemistry Frontiers : An International Journal of Organic Chemistry. 8: 4805-4813. PMID 34745635 DOI: 10.1039/d1qo00824b  0.318
2021 Xia Q, Shi S, Gao P, Lalancette R, Szostak R, Szostak M. [(NHC)PdCl(Aniline)] Complexes: Easily Synthesized, Highly Active Pd(II)-NHC Precatalysts for Cross-Coupling Reactions. The Journal of Organic Chemistry. 86: 15648-15657. PMID 34619970 DOI: 10.1021/acs.joc.1c02183  0.317
2021 Bie F, Liu X, Cao H, Shi Y, Zhou T, Szostak M, Liu C. Pd-Catalyzed Double-Decarbonylative Aryl Sulfide Synthesis through Aryl Exchange between Amides and Thioesters. Organic Letters. 23: 8098-8103. PMID 34609150 DOI: 10.1021/acs.orglett.1c03232  0.397
2021 Zhao Q, Meng G, Li G, Flach C, Mendelsohn R, Lalancette R, Szostak R, Szostak M. IPr# - highly hindered, broadly applicable N-heterocyclic carbenes. Chemical Science. 12: 10583-10589. PMID 34447551 DOI: 10.1039/d1sc02619d  0.375
2021 Meng G, Zhang J, Szostak M. Acyclic Twisted Amides. Chemical Reviews. PMID 34406005 DOI: 10.1021/acs.chemrev.1c00225  0.328
2021 Rahman MM, Pyle DJ, Bisz E, Dziuk B, Ejsmont K, Lalancette R, Wang Q, Chen H, Szostak R, Szostak M. Evaluation of Cyclic Amides as Activating Groups in N-C Bond Cross-Coupling: Discovery of -Acyl-δ-valerolactams as Effective Twisted Amide Precursors for Cross-Coupling Reactions. The Journal of Organic Chemistry. PMID 34275281 DOI: 10.1021/acs.joc.1c01110  0.46
2021 Cao H, Liu X, Bie F, Shi Y, Han Y, Yan P, Szostak M, Liu C. Rh(I)-Catalyzed Intramolecular Decarbonylation of Thioesters. The Journal of Organic Chemistry. PMID 34240599 DOI: 10.1021/acs.joc.1c01117  0.386
2021 Rahman MM, Szostak M. Synthesis of Sulfoxonium Ylides from Amides by Selective N-C(O) Activation. Organic Letters. PMID 34096314 DOI: 10.1021/acs.orglett.1c01535  0.434
2021 Liu C, Szostak M. Decarbonylative Sonogashira Cross-Coupling of Carboxylic Acids. Organic Letters. PMID 34096312 DOI: 10.1021/acs.orglett.1c01445  0.309
2021 Shi Y, Liu X, Cao H, Bie F, Han Y, Yan P, Szostak R, Szostak M, Liu C. Conversion of esters to thioesters under mild conditions. Organic & Biomolecular Chemistry. PMID 33734267 DOI: 10.1039/d1ob00187f  0.383
2021 Liu C, Ji CL, Zhou T, Hong X, Szostak M. Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling. Angewandte Chemie (International Ed. in English). PMID 33596335 DOI: 10.1002/anie.202100949  0.35
2021 Nan J, Zhang J, Hu Y, Wang C, Wang T, Wang W, Ma Y, Szostak M. Cu-Catalyzed Coupling with Two Ynone Units by Selective Triple and Sigma C-C and C-H Bond Cleavages. Organic Letters. PMID 33570962 DOI: 10.1021/acs.orglett.1c00371  0.313
2021 Buchspies J, Rahman MM, Szostak M. Transamidation of Amides and Amidation of Esters by Selective N-C(O)/O-C(O) Cleavage Mediated by Air- and Moisture-Stable Half-Sandwich Nickel(II)-NHC Complexes. Molecules (Basel, Switzerland). 26. PMID 33401664 DOI: 10.3390/molecules26010188  0.436
2021 Chen C, Liu FS, Szostak M. BIAN-NHC Ligands in Transition-Metal-Catalysis: A Perfect Union of Sterically Encumbered, Electronically Tunable N-Heterocyclic Carbenes? Chemistry (Weinheim An Der Bergstrasse, Germany). 27: 4478-4499. PMID 32989914 DOI: 10.1002/chem.202003923  0.358
2020 Chen P, Nan J, Hu Y, Kang Y, Wang B, Ma Y, Szostak M. Metal-free tandem carbene N-H insertions and C-C bond cleavages. Chemical Science. 12: 803-811. PMID 34163814 DOI: 10.1039/d0sc05763k  0.345
2020 Zhou T, Szostak M. Palladium-catalyzed cross-couplings by C–O bond activation Catalysis Science & Technology. 10: 5702-5739. PMID 33796263 DOI: 10.1039/D0Cy01159B  0.45
2020 Bie F, Liu X, Shi Y, Cao H, Han Y, Szostak M, Liu C. Rh-Catalyzed Base-Free Decarbonylative Borylation of Twisted Amides. The Journal of Organic Chemistry. PMID 33124423 DOI: 10.1021/acs.joc.0c02157  0.413
2020 Zhang J, Liu Y, Jia Q, Wang Y, Ma Y, Szostak M. Ruthenium(II)-Catalyzed C-H Arylation of N,N-Dialkyl Thiobenzamides with Boronic Acids by Sulfur Coordination in 2-MeTHF. Organic Letters. PMID 32809838 DOI: 10.1021/Acs.Orglett.0C02410  0.468
2020 Zhou T, Xie PP, Ji CL, Hong X, Szostak M. Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides. Organic Letters. PMID 32806154 DOI: 10.1021/Acs.Orglett.0C02250  0.434
2020 Zhou T, Ma S, Nahra F, Obled AMC, Poater A, Cavallo L, Cazin CSJ, Nolan SP, Szostak M. [Pd(NHC)(μ-Cl)Cl]: Versatile and Highly Reactive Complexes for Cross-Coupling Reactions that Avoid Formation of Inactive Pd(I) Off-Cycle Products. Iscience. 23: 101377. PMID 32759055 DOI: 10.1016/J.Isci.2020.101377  0.33
2020 Ielo L, Pace V, Holzer W, Rahman MM, Meng G, Szostak R, Szostak M. Electrophilicity Scale of Activated Amides: 17O NMR and 15N NMR Chemical Shifts of Acyclic Twisted Amides in N-C(O) Cross-Coupling. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 32668046 DOI: 10.1002/Chem.202003213  0.518
2020 Gao P, Szostak M. Highly Selective and Divergent Acyl and Aryl Cross-Couplings of Amides via Ir-Catalyzed C-H Borylation/N-C(O) Activation. Organic Letters. PMID 32645265 DOI: 10.1021/Acs.Orglett.0C02105  0.462
2020 Wang X, Zhang J, He Y, Chen D, Wang C, Yang F, Wang W, Ma Y, Szostak M. Ruthenium(II)-Catalyzed -C-H Alkylation of Naphthylamines with Diazo Compounds for Synthesis of 2,2-Disubstituted π-Extended 3-Oxindoles in Water. Organic Letters. PMID 32558578 DOI: 10.1021/Acs.Orglett.0C01811  0.411
2020 Buchspies J, Rahman MM, Szostak R, Szostak M. N-Acylcarbazoles and N-Acylindoles: Electronically Activated Amides for N-C(O) Cross-Coupling by Nlp to Ar Conjugation Switch. Organic Letters. 22: 4703-4709. PMID 32476426 DOI: 10.1021/Acs.Orglett.0C01488  0.499
2020 Li G, Szostak M. Synthesis of biaryl ketones by arylation of Weinreb amides with functionalized Grignard reagents under thermodynamic control vs. kinetic control of N,N-Boc-amides. Organic & Biomolecular Chemistry. PMID 32396595 DOI: 10.1039/D0Ob00813C  0.558
2020 Rahman MM, Liu C, Bisz E, Dziuk B, Lalancette RA, Wang Q, Chen H, Szostak R, Szostak M. N-Acyl-Glutarimides: Effect of Glutarimide Ring on the Structures of Fully Perpendicular Twisted Amides and N-C Bond Cross-Coupling. The Journal of Organic Chemistry. PMID 32159351 DOI: 10.1021/Acs.Joc.0C00227  0.557
2020 Zhao Q, Meng G, Nolan SP, Szostak M. N-Heterocyclic Carbene Complexes in C-H Activation Reactions. Chemical Reviews. PMID 31967451 DOI: 10.1021/Acs.Chemrev.9B00634  0.407
2020 Zhang J, Wang X, Chen D, Kang Y, Ma Y, Szostak M. Synthesis of C6-Substituted Isoquinolino[1,2-b]quinazolines via Rh(III)-Catalyzed C-H Annulation with Sulfoxonium Ylides. The Journal of Organic Chemistry. PMID 31944108 DOI: 10.1021/Acs.Joc.9B03065  0.41
2020 Bisz E, Szostak M. Iron-Catalyzed C(sp2)-C(sp3) Cross-Coupling of Aryl Chlorobenzoates with Alkyl Grignard Reagents. Molecules. 25: 230. PMID 31935934 DOI: 10.3390/Molecules25010230  0.496
2020 Li G, Szostak M. Transition-Metal-Free Activation of Amides by N-C Bond Cleavage. Chemical Record. 20: 649-659. PMID 31833633 DOI: 10.1002/Tcr.201900072  0.499
2020 Buchspies J, Rahman MM, Szostak M. Suzuki–Miyaura Cross-Coupling of Amides Using Well-Defined, Air- and Moisture-Stable Nickel/NHC (NHC = N-Heterocyclic Carbene) Complexes Catalysts. 10: 372. DOI: 10.3390/Catal10040372  0.415
2020 Li G, Szostak M. Non-Classical Amide Bond Formation: Transamidation and Amidation of Activated Amides and Esters by Selective N–C/O–C Cleavage Synthesis. 52: 2579-2599. DOI: 10.1055/S-0040-1707101  0.497
2020 Rahman MM, Li G, Szostak M. Thioesterification and Selenoesterification of Amides via Selective N–C Cleavage at Room Temperature: N–C(O) to S/Se–C(O) Interconversion Synthesis. 52: 1060-1066. DOI: 10.1055/S-0039-1690055  0.382
2020 Li G, Zhou T, Poater A, Cavallo L, Nolan SP, Szostak M. Buchwald–Hartwig cross-coupling of amides (transamidation) by selective N–C(O) cleavage mediated by air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts: catalyst evaluation and mechanism Catalysis Science & Technology. 10: 710-716. DOI: 10.1039/C9Cy02080B  0.366
2020 Zhao Q, Lalancette RA, Szostak R, Szostak M. Ring-Opening Olefin Metathesis of Twisted Amides: Activation of Amide Bonds by C═C Cleavage Acs Catalysis. 10: 737-742. DOI: 10.1021/Acscatal.9B04033  0.477
2020 Wang C, Liu C, Szostak M. N-Acyl-5,5-Dimethylhydantoins: Mild Acyl-Transfer Reagents for the Synthesis of Ketones Using Pd–PEPPSI or Pd/Phosphine Catalysts Organic Process Research & Development. 24: 1043-1051. DOI: 10.1021/Acs.Oprd.0C00054  0.468
2019 Zhou T, Ji CL, Hong X, Szostak M. Palladium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of amides by carbon-nitrogen bond activation. Chemical Science. 10: 9865-9871. PMID 32015810 DOI: 10.1039/C9Sc03169C  0.57
2019 Li G, Szostak M. Kinetically-Controlled, Highly Chemoselective Acylation of Functionalized Grignard Reagents with Amides by N-C Cleavage. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 31696589 DOI: 10.1002/Chem.201904678  0.501
2019 Liu C, Ji CL, Zhou T, Hong X, Szostak M. Decarbonylative Phosphorylation of Carboxylic Acids via Redox-Neutral Palladium Catalysis. Organic Letters. PMID 31682133 DOI: 10.1021/Acs.Orglett.9B03678  0.437
2019 Liu C, Lalancette R, Szostak R, Szostak M. Sterically Hindered Ketones via Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Amides by N-C(O) Activation. Organic Letters. PMID 31525893 DOI: 10.1021/acs.orglett.9b02961  0.451
2019 Liu C, Ji CL, Qin ZX, Hong X, Szostak M. Synthesis of Biaryls via Decarbonylative Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Carboxylic Acids. Iscience. 19: 749-759. PMID 31491721 DOI: 10.1016/J.Isci.2019.08.021  0.43
2019 Shi S, Szostak M. Decarbonylative Borylation of Amides by Palladium Catalysis. Acs Omega. 4: 4901-4907. PMID 31459674 DOI: 10.1021/acsomega.9b00081  0.469
2019 Wang X, Zhang J, Chen D, Wang B, Yang X, Ma Y, Szostak M. Rh(III)-Catalyzed C-H Amidation of 2-Arylindoles with Dioxazolones: A Route to Indolo[1,2-]quinazolines. Organic Letters. PMID 31436105 DOI: 10.1021/Acs.Orglett.9B02615  0.466
2019 Rahman MM, Li G, Szostak M. Metal-Free Transamidation of Secondary Amides by N-C Cleavage. The Journal of Organic Chemistry. PMID 31430149 DOI: 10.1021/Acs.Joc.9B02013  0.553
2019 Liu C, Qin ZX, Ji CL, Hong X, Szostak M. Highly-chemoselective step-down reduction of carboxylic acids to aromatic hydrocarbons palladium catalysis. Chemical Science. 10: 5736-5742. PMID 31293759 DOI: 10.1039/C9Sc00892F  0.441
2019 Zhao Q, Zhang J, Szostak M. Ruthenium(0)-sequential catalysis for the synthesis of sterically hindered amines by C-H arylation/hydrosilylation. Chemical Communications (Cambridge, England). PMID 31290865 DOI: 10.1039/C9Cc04072B  0.499
2019 Li G, Ji CL, Hong X, Szostak M. Highly Chemoselective, Transition-Metal-Free Transamidation of Unactivated Amides and Direct Amidation of Alkyl Esters by N-C/O-C Cleavage. Journal of the American Chemical Society. PMID 31203613 DOI: 10.1021/Jacs.9B04136  0.551
2019 Meng G, Patel M, Luo F, Li Q, Flach C, Mendelsohn R, Garfunkel E, He H, Szostak M. Graphene oxide catalyzed ketone α-alkylation with alkenes: enhancement of graphene oxide activity by hydrogen bonding. Chemical Communications (Cambridge, England). PMID 30994654 DOI: 10.1039/C9Cc02578B  0.351
2019 Zhou T, Li G, Nolan SP, Szostak M. [Pd(NHC)(acac)Cl]: Well-Defined, Air-Stable, and Readily Available Precatalysts for Suzuki and Buchwald-Hartwig Cross-coupling (Transamidation) of Amides and Esters by N-C/O-C Activation. Organic Letters. PMID 30990697 DOI: 10.1021/Acs.Orglett.9B01053  0.452
2019 Pace V, Holzer W, Ielo L, Shi S, Meng G, Hanna M, Szostak R, Szostak M. O NMR and N NMR chemical shifts of sterically-hindered amides: ground-state destabilization in amide electrophilicity. Chemical Communications (Cambridge, England). 55: 4423-4426. PMID 30916689 DOI: 10.1039/C9Cc01402K  0.458
2019 Zhao Q, Szostak M. Redox-Neutral Decarbonylative Cross-Couplings Coming of Age. Chemsuschem. PMID 30908875 DOI: 10.1002/Cssc.201900408  0.409
2019 Shi S, Lalancette R, Szostak R, Szostak M. Triflamides: Highly Reactive, Electronically Activated N-Sulfonyl Amides in Catalytic N-C(O) Amide Cross-Coupling. Organic Letters. 21: 1253-1257. PMID 30768275 DOI: 10.1021/Acs.Orglett.8B03901  0.534
2019 Szostak R, Szostak M. Chemistry of Bridged Lactams: Recent Developments. Molecules. 24: 274. PMID 30642094 DOI: 10.3390/Molecules24020274  0.349
2019 Bisz E, Szostak M. Iron-Catalyzed C(sp2)-C(sp3) Cross-Coupling of Chlorobenzenesulfonamides with Alkyl Grignard Reagents: Entry to Alkylated Aromatics. Journal of Organic Chemistry. 84: 1640-1646. PMID 30575389 DOI: 10.1021/Acs.Joc.8B02886  0.467
2019 Szostak R, Szostak M. Tröger's Base Twisted Amides: High Amide Bond Twist and N-/O-Protonation Aptitude. Journal of Organic Chemistry. 84: 1510-1516. PMID 30571109 DOI: 10.1021/Acs.Joc.8B02937  0.48
2019 Rahman M, Buchspies J, Szostak M. N-Acylphthalimides: Efficient Acyl Coupling Reagents in Suzuki–Miyaura Cross-Coupling by N–C Cleavage Catalyzed by Pd–PEPPSI Precatalysts Catalysts. 9: 129. DOI: 10.3390/Catal9020129  0.424
2019 Buchspies J, Szostak M. Recent advances in acyl suzuki cross-coupling Catalysts. 9: 53. DOI: 10.3390/Catal9010053  0.332
2019 Bisz E, Kardela M, Piontek A, Szostak M. Iron-catalyzed C(sp2)–C(sp3) cross-coupling at low catalyst loading Catalysis Science & Technology. 9: 1092-1097. DOI: 10.1039/C8Cy02374C  0.437
2019 Zhao Q, Zhang J, Szostak M. Ruthenium(0)-Catalyzed Cross-Coupling of Anilineswith Organoboranes by Selective Carbon–Nitrogen Cleavage Acs Catalysis. 9: 8171-8177. DOI: 10.1021/Acscatal.9B02440  0.53
2019 Meng G, Kakalis L, Nolan SP, Szostak M. A simple 1H NMR method for determining the σ-donor properties of N-heterocyclic carbenes Tetrahedron Letters. 60: 378-381. DOI: 10.1016/J.Tetlet.2018.12.059  0.358
2019 Bisz E, Kardela M, Szostak M. Ligand Effect on Iron‐Catalyzed Cross‐Coupling Reactions: Evaluation of Amides as O‐Coordinating Ligands Chemcatchem. 11: 5733-5737. DOI: 10.1002/Cctc.201901150  0.318
2019 Bisz E, Podchorodecka P, Szostak M. N‐Methylcaprolactam as a Dipolar Aprotic Solvent for Iron‐Catalyzed Cross‐Coupling Reactions: Matching Efficiency with Safer Reaction Media Chemcatchem. 11: 1196-1199. DOI: 10.1002/Cctc.201802032  0.358
2019 Lei P, Ling Y, An J, Nolan SP, Szostak M. 2‐Methyltetrahydrofuran (2‐MeTHF): A Green Solvent for Pd−NHC‐Catalyzed Amide and Ester Suzuki‐Miyaura Cross‐Coupling by N−C/O−C Cleavage Advanced Synthesis & Catalysis. 361: 5654-5660. DOI: 10.1002/Adsc.201901188  0.377
2019 Zhang J, Zhuang Y, Ma Y, Yang X, Szostak M. Palladium‐Catalyzed Synthesis of Benzothiophenes via Cross‐Dehydrogenative Coupling of 4‐Arylthiocoumarins and Pyrones Advanced Synthesis & Catalysis. 361: 5709-5714. DOI: 10.1002/Adsc.201901058  0.356
2019 Silva ADO, McQuade J, Szostak M. Recent Advances in the Synthesis and Reactivity of Isothiazoles Advanced Synthesis & Catalysis. 361: 3050-3067. DOI: 10.1002/Adsc.201900072  0.336
2019 Piontek A, Ochędzan‐Siodłak W, Bisz E, Szostak M. Nickel‐Catalyzed C(sp2)−C(sp3) Kumada Cross‐Coupling of Aryl Tosylates with Alkyl Grignard Reagents Advanced Synthesis & Catalysis. 361: 2329-2336. DOI: 10.1002/Adsc.201801586  0.358
2019 Bisz E, Szostak M. Iron‐Catalyzed C(sp2)−C(sp3) Cross‐Coupling of Chlorobenzamides with Alkyl Grignard Reagents: Development of Catalyst System, Synthetic Scope, and Application Advanced Synthesis & Catalysis. 361: 85-95. DOI: 10.1002/Adsc.201800849  0.354
2018 Liu C, Shi S, Liu Y, Liu R, Lalancette R, Szostak R, Szostak M. The Most Twisted Acyclic Amides: Structures and Reactivity. Organic Letters. PMID 30525667 DOI: 10.1021/Acs.Orglett.8B03175  0.637
2018 Zhang J, Hou Y, Ma Y, Szostak M. Synthesis of Amides by Mild Palladium-Catalyzed Aminocarbonylation of Arylsilanes with Amines Enabled by Copper(II) Fluoride. The Journal of Organic Chemistry. PMID 30520306 DOI: 10.1021/Acs.Joc.8B02874  0.408
2018 Buchspies J, J Pyle D, He H, Szostak M. Pd-Catalyzed Suzuki-Miyaura Cross-Coupling of Pentafluorophenyl Esters. Molecules (Basel, Switzerland). 23. PMID 30501083 DOI: 10.3390/Molecules23123134  0.489
2018 Piontek A, Bisz E, Dziuk B, Szostak R, Szostak M. Structures and energetic properties of 4‐halobenzamides Acta Crystallographica Section C-Crystal Structure Communications. 74: 1395-1402. PMID 30398194 DOI: 10.1107/S2053229618013463  0.459
2018 Liu C, Ji CL, Hong X, Szostak M. Palladium-Catalyzed Decarbonylative Borylation of Carboxylic Acids: Tuning Reaction Selectivity by Computation. Angewandte Chemie (International Ed. in English). PMID 30358030 DOI: 10.1002/Anie.201810145  0.448
2018 Szostak R, Liu C, Lalancette RA, Szostak M. Twisted N-Acyl-Hydantoins: Rotationally-Inverted Urea-Imides of Relevance in N-C(O) Cross-Coupling. The Journal of Organic Chemistry. PMID 30352152 DOI: 10.1021/Acs.Joc.8B02691  0.472
2018 Meng G, Szostak M. Palladium/NHC (NHC = N-Heterocyclic Carbene)-Catalyzed B-Alkyl Suzuki Cross-Coupling of Amides by Selective N-C Bond Cleavage. Organic Letters. PMID 30351967 DOI: 10.1021/Acs.Orglett.8B02911  0.537
2018 Liu C, Szostak M. Decarbonylative cross-coupling of amides. Organic and Biomolecular Chemistry. 16: 7998-8010. PMID 30318552 DOI: 10.1039/C8Ob01832D  0.498
2018 Li G, Szostak M. Highly selective transition-metal-free transamidation of amides and amidation of esters at room temperature. Nature Communications. 9: 4165. PMID 30302003 DOI: 10.1038/S41467-018-06623-1  0.422
2018 Shi S, Nolan SP, Szostak M. Well-Defined Palladium(II)-NHC Precatalysts for Cross-Coupling Reactions of Amides and Esters by Selective N-C/O-C Cleavage. Accounts of Chemical Research. PMID 30240190 DOI: 10.1021/Acs.Accounts.8B00410  0.556
2018 Li G, Lei P, Szostak M. Transition-Metal-Free Esterification of Amides via Selective N-C Cleavage under Mild Conditions. Organic Letters. PMID 30178673 DOI: 10.1021/Acs.Orglett.8B02323  0.488
2018 Bisz E, Szostak M. 2‐Methyltetrahydrofuran: A Green Solvent for Iron‐Catalyzed Cross‐Coupling Reactions Chemsuschem. 11: 1290-1294. PMID 29493907 DOI: 10.1002/Cssc.201800142  0.479
2018 Piontek A, Bisz E, Szostak M. Iron-Catalyzed Cross-Couplings in the Synthesis of Pharmaceuticals: In Pursuit of Sustainability. Angewandte Chemie. 57: 11116-11128. PMID 29460380 DOI: 10.1002/Anie.201800364  0.34
2018 Szostak R, Szostak M. N-Acyl-glutarimides: Resonance and Proton Affinities of Rotationally-Inverted Twisted Amides Relevant to N-C(O) Cross-Coupling. Organic Letters. 20: 1342-1345. PMID 29450995 DOI: 10.1021/Acs.Orglett.8B00086  0.425
2018 Bisz E, Piontek A, Dziuk B, Szostak R, Szostak M. Barriers to Rotation in ortho-Substituted Tertiary Aromatic Amides: Effect of Chloro-Substitution on Resonance and Distortion. Journal of Organic Chemistry. 83: 3159-3163. PMID 29446628 DOI: 10.1021/Acs.Joc.8B00019  0.394
2018 Liu C, Szostak M. Decarbonylative thioetherification by nickel catalysis using air- and moisture-stable nickel precatalysts. Chemical Communications (Cambridge, England). PMID 29419832 DOI: 10.1039/C8Cc00271A  0.453
2018 Liu Y, Achtenhagen M, Liu R, Szostak M. Transamidation of N-acyl-glutarimides with amines. Organic & Biomolecular Chemistry. PMID 29393316 DOI: 10.1039/C7Ob02874A  0.684
2018 Meng G, shi s, Lalancette RA, Szostak R, Szostak M. Reversible Twisting of Primary Amides via Ground State N–C(O) Destabilization: Highly Twisted Rotationally Inverted Acyclic Amides Journal of the American Chemical Society. 140: 727-734. PMID 29240413 DOI: 10.1021/Jacs.7B11309  0.484
2018 Zhang X, Jordan F, Szostak M. Transition-metal-catalyzed decarbonylation of carboxylic acids to olefins: exploiting acyl C–O activation for the production of high value products Organic Chemistry Frontiers. 5: 2515-2521. DOI: 10.1039/C8Qo00585K  0.431
2018 Liu C, Li G, Shi S, Meng G, Lalancette R, Szostak R, Szostak M. Acyl and Decarbonylative Suzuki Coupling of N-Acetyl Amides: Electronic Tuning of Twisted, Acyclic Amides in Catalytic Carbon–Nitrogen Bond Cleavage Acs Catalysis. 8: 9131-9139. DOI: 10.1021/Acscatal.8B02815  0.557
2018 Meng G, Szostak M. Cover Feature: N‐Acyl‐Glutarimides: Privileged Scaffolds in Amide N–C Bond Cross‐Coupling (Eur. J. Org. Chem. 20‐21/2018) European Journal of Organic Chemistry. 2018: 2298-2298. DOI: 10.1002/Ejoc.201800741  0.361
2018 Meng G, Szostak M. N‐Acyl‐Glutarimides: Privileged Scaffolds in Amide N–C Bond Cross‐Coupling European Journal of Organic Chemistry. 2018: 2352-2365. DOI: 10.1002/Ejoc.201800109  0.388
2018 Li G, Lei P, Szostak M, Casals-Cruañas E, Poater A, Cavallo L, Nolan SP. Mechanistic Study of Suzuki-Miyaura Cross-Coupling Reactions of Amides Mediated by [Pd(NHC)(allyl)Cl] Precatalysts Chemcatchem. 10: 3096-3106. DOI: 10.1002/Cctc.201800511  0.476
2018 Li G, Shi S, Lei P, Szostak M. Pd-PEPPSI: Water-Assisted Suzuki−Miyaura Cross-Coupling of Aryl Esters at Room Temperature using a Practical Palladium-NHC (NHC=N-Heterocyclic Carbene) Precatalyst Advanced Synthesis & Catalysis. 360: 1538-1543. DOI: 10.1002/Adsc.201701563  0.421
2017 Nareddy P, Jordan F, Szostak M. Ruthenium(II)-Catalyzed Direct C-H Arylation of Indoles with Arylsilanes in Water. Organic Letters. PMID 29283265 DOI: 10.1021/Acs.Orglett.7B03567  0.405
2017 Lei P, Meng G, Ling Y, An J, Nolan SP, Szostak M. General Method for the Suzuki-Miyaura Cross-Coupling of Primary Amide-Derived Electrophiles Enabled by [Pd(NHC)(cin)Cl] at Room Temperature. Organic Letters. 19: 6510-6513. PMID 29172553 DOI: 10.1021/Acs.Orglett.7B03191  0.451
2017 Shi S, Szostak M. Synthesis of Nitrogen Heterocycles Using Samarium(II) Iodide. Molecules (Basel, Switzerland). 22. PMID 29160806 DOI: 10.3390/Molecules22112018  0.514
2017 Osumi Y, Liu C, Szostak M. N-Acylsuccinimides: twist-controlled, acyl-transfer reagents in Suzuki-Miyaura cross-coupling by N-C amide bond activation. Organic & Biomolecular Chemistry. PMID 29039866 DOI: 10.1039/C7Ob02269G  0.567
2017 Lei P, Meng G, Shi S, Ling Y, An J, Szostak R, Szostak M. Suzuki-Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C-N and C-O bonds. Chemical Science. 8: 6525-6530. PMID 28989678 DOI: 10.1039/C7Sc02692G  0.525
2017 Shi S, Szostak M. Pd-PEPPSI: a general Pd-NHC precatalyst for Buchwald-Hartwig cross-coupling of esters and amides (transamidation) under the same reaction conditions. Chemical Communications (Cambridge, England). PMID 28895966 DOI: 10.1039/C7Cc06186B  0.527
2017 Bisz E, Szostak M. Iron-Catalyzed C-O Bond Activation: Opportunity for Sustainable Catalysis. Chemsuschem. PMID 28840648 DOI: 10.1002/Cssc.201701287  0.461
2017 Meng G, Lalancette R, Szostak R, Szostak M. N-Methylamino Pyrimidyl Amides (MAPA): Highly Reactive, Electronically-Activated Amides in Catalytic N-C(O) Cleavage. Organic Letters. PMID 28829610 DOI: 10.1021/Acs.Orglett.7B02288  0.54
2017 Liu C, Szostak M. Decarbonylative Phosphorylation of Amides by Palladium and Nickel Catalysis: The Hirao Cross-Coupling of Amide Derivatives. Angewandte Chemie (International Ed. in English). PMID 28809072 DOI: 10.1002/Anie.201707102  0.542
2017 Lei P, Meng G, Ling Y, An J, Szostak M. Pd-PEPPSI: Pd-NHC Precatalyst for Suzuki-Miyaura Cross-Coupling Reactions of Amides. The Journal of Organic Chemistry. PMID 28654258 DOI: 10.1021/Acs.Joc.7B00749  0.401
2017 Huq SR, Shi S, Diao R, Szostak M. Mechanistic Study of SmI2/H2O and SmI2/Amine/H2O-Promoted Chemoselective Reduction of Aromatic Amides (Primary, Secondary, Tertiary) to Alcohols via Aminoketyl Radicals. The Journal of Organic Chemistry. PMID 28641002 DOI: 10.1021/Acs.Joc.7B00372  0.444
2017 Meng G, Szostak R, Szostak M. Suzuki-Miyaura Cross-Coupling of N-Acylpyrroles and Pyrazoles: Planar, Electronically Activated Amides in Catalytic N-C Cleavage. Organic Letters. PMID 28640630 DOI: 10.1021/Acs.Orglett.7B01575  0.521
2017 Szostak R, Meng G, Szostak M. Resonance Destabilization in N-Acylanilines (Anilides): Electronically-Activated Planar Amides of Relevance in N-C(O) Cross-Coupling. The Journal of Organic Chemistry. PMID 28590733 DOI: 10.1021/Acs.Joc.7B00971  0.531
2017 Shi S, Szostak M. Decarbonylative Cyanation of Amides by Palladium Catalysis. Organic Letters. PMID 28569059 DOI: 10.1021/Acs.Orglett.7B01199  0.512
2017 Nareddy P, Jordan F, Szostak M. Highly chemoselective ruthenium(ii)-catalyzed direct arylation of cyclic and N,N-dialkyl benzamides with aryl silanes. Chemical Science. 8: 3204-3210. PMID 28507696 DOI: 10.1039/C7Sc00156H  0.524
2017 Nareddy P, Jordan F, Szostak M. Ruthenium(ii)-catalyzed ortho-C-H arylation of diverse N-heterocycles with aryl silanes by exploiting solvent-controlled N-coordination. Organic & Biomolecular Chemistry. PMID 28440829 DOI: 10.1039/C7Ob00818J  0.494
2017 Hu F, Nareddy P, Lalancette R, Jordan F, Szostak M. σ N-C Bond Difunctionalization in Bridged Twisted Amides: Sew-and-Cut Activation Approach to Functionalized Isoquinolines. Organic Letters. PMID 28437089 DOI: 10.1021/Acs.Orglett.7B00913  0.512
2017 Nemeria NS, Gerfen G, Guevara E, Nareddy PR, Szostak M, Jordan F. The Human Krebs Cycle 2-Oxoglutarate Dehydrogenase Complex Creates an Additional Source of Superoxide/Hydrogen Peroxide from 2-Oxoadipate as Alternative Substrate. Free Radical Biology & Medicine. PMID 28435050 DOI: 10.1016/J.Freeradbiomed.2017.04.017  0.342
2017 Meng G, Lei P, Szostak M. A General Method for Two-Step Transamidation of Secondary Amides Using Commercially Available, Air- and Moisture-Stable Palladium/NHC (N-Heterocyclic Carbene) Complexes. Organic Letters. PMID 28397498 DOI: 10.1021/Acs.Orglett.7B00796  0.469
2017 Liu Y, Shi S, Achtenhagen M, Liu R, Szostak M. Metal-Free Transamidation of Secondary Amides via Selective N-C Cleavage under Mild Conditions. Organic Letters. PMID 28290204 DOI: 10.1021/Acs.Orglett.7B00429  0.67
2017 Pace V, Holzer W, Meng G, Shi S, Lalancette R, Szostak R, Szostak M. Corrigendum: Structures of Highly Twisted Amides Relevant to Amide N-C Cross-Coupling: Evidence for Ground-State Amide Destabilization. Chemistry (Weinheim An Der Bergstrasse, Germany). 23: 3496. PMID 28276655 DOI: 10.1002/chem.201700561  0.331
2017 Liu C, Liu Y, Liu R, Lalancette R, Szostak R, Szostak M. Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of N-Mesylamides by N-C Cleavage: Electronic Effect of the Mesyl Group. Organic Letters. PMID 28263605 DOI: 10.1021/Acs.Orglett.7B00373  0.708
2017 Liu Y, Liu R, Szostak M. Sc(OTf)3-catalyzed synthesis of anhydrides from twisted amides. Organic & Biomolecular Chemistry. PMID 28177032 DOI: 10.1039/C7Ob00086C  0.706
2017 Shi S, Szostak M. Nickel-Catalyzed Negishi Cross-Coupling of N-Acylsuccinimides: Stable, Amide-Based, Twist-Controlled Acyl-Transfer Reagents via N–C Activation Synthesis. 49: 3602-3608. DOI: 10.1055/S-0036-1588845  0.567
2017 Bisz E, Szostak M. Cyclic ureas (DMI, DMPU) as efficient, sustainable ligands in iron-catalyzed C(sp2)–C(sp3) coupling of aryl chlorides and tosylates Green Chemistry. 19: 5361-5366. DOI: 10.1039/C7Gc02690K  0.428
2017 Meng G, Szostak M. Site-Selective C–H/C–N Activation by Cooperative Catalysis: Primary Amides as Arylating Reagents in Directed C–H Arylation Acs Catalysis. 7: 7251-7256. DOI: 10.1021/Acscatal.7B02540  0.526
2017 Nareddy P, Jordan F, Szostak M. Recent Developments in Ruthenium-Catalyzed C–H Arylation: Array of Mechanistic Manifolds Acs Catalysis. 7: 5721-5745. DOI: 10.1021/Acscatal.7B01645  0.429
2017 Lei P, Meng G, Szostak M. General Method for the Suzuki–Miyaura Cross-Coupling of Amides Using Commercially Available, Air- and Moisture-Stable Palladium/NHC (NHC = N-Heterocyclic Carbene) Complexes Acs Catalysis. 7: 1960-1965. DOI: 10.1021/Acscatal.6B03616  0.441
2017 Shi S, Lei P, Szostak M. Pd-PEPPSI: A General Pd-NHC Precatalyst for Suzuki–Miyaura Cross-Coupling of Esters by C–O Cleavage Organometallics. 36: 3784-3789. DOI: 10.1021/Acs.Organomet.7B00565  0.442
2017 Piontek A, Szostak M. Iron‐Catalyzed C(sp2)–C(sp3) Cross‐Coupling of Alkyl Grignard Reagents with Polyaromatic Tosylates European Journal of Organic Chemistry. 2017: 7271-7276. DOI: 10.1002/Ejoc.201701654  0.333
2017 Bisz E, Szostak M. Front Cover: Iron‐Catalyzed C−O Bond Activation: Opportunity for Sustainable Catalysis (ChemSusChem 20/2017) Chemsuschem. 10: 3861-3861. DOI: 10.1002/Cssc.201701887  0.379
2017 Liu C, Szostak M. Frontispiece: Twisted Amides: From Obscurity to Broadly Useful Transition-Metal-Catalyzed Reactions by N−C Amide Bond Activation Chemistry: a European Journal. 23. DOI: 10.1002/Chem.201783061  0.451
2016 Shi S, Szostak M. Nickel-Catalyzed Diaryl Ketone Synthesis by N-C Cleavage: Direct Negishi Cross-Coupling of Primary Amides by Site-Selective N,N-Di-Boc Activation. Organic Letters. 18: 5872-5875. PMID 27934487 DOI: 10.1021/Acs.Orglett.6B02952  0.512
2016 Liu C, Meng G, Szostak M. N-Acylsaccharins as Amide-Based Arylating Reagents via Chemoselective N-C Cleavage: Pd-Catalyzed Decarbonylative Heck Reaction. The Journal of Organic Chemistry. 81: 12023-12030. PMID 27934448 DOI: 10.1021/Acs.Joc.6B02294  0.544
2016 Liu C, Szostak M. Twisted Amides: From Obscurity to Broadly Useful Transition-Metal Catalyzed Reactions by N-C Amide Bond Activation. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 27813178 DOI: 10.1002/Chem.201605012  0.555
2016 Shi S, Szostak R, Szostak M. Proton-coupled electron transfer in the reduction of carbonyls using SmI2-H2O: implications for the reductive coupling of acyl-type ketyl radicals with SmI2-H2O. Organic & Biomolecular Chemistry. 14: 9151-9157. PMID 27714249 DOI: 10.1039/C6Ob01621A  0.413
2016 Pace V, Holzer W, Meng G, Shi S, Lalancette R, Szostak R, Szostak M. Structures of Highly Twisted Amides Relevant to Amide N-C Cross-Coupling: Evidence for Ground-State Amide Destabilization. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 27558185 DOI: 10.1002/Chem.201603543  0.552
2016 Hu F, Szostak M. Ruthenium(0)-Catalyzed C-H Arylation of Aromatic Imines under Neutral Conditions: Access to Biaryl Aldehydes. Organic Letters. PMID 27529187 DOI: 10.1021/Acs.Orglett.6B01738  0.467
2016 Liu C, Meng G, Liu Y, Liu R, Lalancette R, Szostak R, Szostak M. N-Acylsaccharins: Stable Electrophilic Amide-Based Acyl Transfer Reagents in Pd-Catalyzed Suzuki-Miyaura Coupling via N-C Cleavage. Organic Letters. PMID 27513821 DOI: 10.1021/Acs.Orglett.6B01836  0.711
2016 Szostak R, Shi S, Meng G, Lalancette R, Szostak M. Ground-State Distortion in N-Acyl-tert-butyl-carbamates (Boc) and N-Acyl-tosylamides (Ts): Twisted Amides of Relevance to Amide N-C Cross-Coupling. The Journal of Organic Chemistry. PMID 27480938 DOI: 10.1021/Acs.Joc.6B01560  0.537
2016 Shi S, Lalancette R, Szostak R, Szostak M. Highly Chemoselective Synthesis of Indolizidine Lactams by SmI2 -Induced Umpolung of the Amide Bond via Aminoketyl Radicals: Efficient Entry to Alkaloid Scaffolds. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 27418326 DOI: 10.1002/Chem.201602717  0.53
2016 Hu F, Szostak M. Ruthenium(0)-catalyzed hydroarylation of alkynes via ketone-directed C-H functionalization using in situ-generated ruthenium complexes. Chemical Communications (Cambridge, England). PMID 27411592 DOI: 10.1039/C6Cc04537E  0.396
2016 Shi S, Szostak M. Efficient Synthesis of Diaryl Ketones by Nickel-Catalyzed Negishi Cross-Coupling of Amides by Carbon-Nitrogen Bond Cleavage at Room Temperature Accelerated by a Solvent Effect. Chemistry (Weinheim An Der Bergstrasse, Germany). PMID 27304392 DOI: 10.1002/Chem.201602202  0.553
2016 Liu Y, Meng G, Liu R, Szostak M. Sterically-controlled intermolecular Friedel-Crafts acylation with twisted amides via selective N-C cleavage under mild conditions. Chemical Communications (Cambridge, England). PMID 27139813 DOI: 10.1039/C6Cc02324J  0.675
2016 Liu C, Achtenhagen M, Szostak M. Chemoselective Ketone Synthesis by the Addition of Organometallics to N-Acylazetidines. Organic Letters. PMID 27129107 DOI: 10.1021/Acs.Orglett.6B00842  0.49
2016 Shi S, Meng G, Szostak M. Synthesis of Biaryls through Nickel-Catalyzed Suzuki-Miyaura Coupling of Amides by Carbon-Nitrogen Bond Cleavage. Angewandte Chemie (International Ed. in English). PMID 27101428 DOI: 10.1002/Anie.201601914  0.536
2016 Hu F, Lalancette R, Szostak M. Structural Characterization of N‐Alkylated Twisted Amides: Consequences for Amide Bond Resonance and N−C Cleavage Angewandte Chemie. 55: 5062-5066. PMID 26953809 DOI: 10.1002/Anie.201600919  0.496
2016 Meng G, Szostak M. Palladium-catalyzed Suzuki-Miyaura coupling of amides by carbon-nitrogen cleavage: general strategy for amide N-C bond activation. Organic & Biomolecular Chemistry. 14: 5690-707. PMID 26864384 DOI: 10.1039/C6Ob00084C  0.581
2016 Meng G, Szostak M. Rhodium-Catalyzed C-H Bond Functionalization with Amides by Double C-H/C-N Bond Activation. Organic Letters. 18: 796-9. PMID 26855279 DOI: 10.1021/Acs.Orglett.6B00058  0.485
2016 Patel MA, Luo F, Khoshi MR, Rabie E, Zhang Q, Flach CR, Mendelsohn R, Garfunkel E, Szostak M, He H. P-Doped Porous Carbon as Metal Free Catalysts for Selective Aerobic Oxidation with an Unexpected Mechanism. Acs Nano. PMID 26751165 DOI: 10.1021/Acsnano.5B07054  0.337
2016 Meng G, Shi S, Szostak M. Cross-Coupling of Amides by N–C Bond Activation Synlett. 27: 2530-2540. DOI: 10.1055/S-0036-1588080  0.465
2016 Shi S, Lalancette R, Szostak M. Cyclization of Imides to 2-Azabicycles via Aminoketyl Radicals by Using Samarium(II) Iodide-Water: Reaction Development, Synthetic Scope, and Mechanistic Studies Synthesis. 48: 1825-1854. DOI: 10.1055/S-0035-1560437  0.456
2016 Meng G, Shi S, Szostak M. Palladium-Catalyzed Suzuki–Miyaura Cross-Coupling of Amides via Site-Selective N–C Bond Cleavage by Cooperative Catalysis Acs Catalysis. 6: 7335-7339. DOI: 10.1021/Acscatal.6B02323  0.561
2016 Nareddy P, Jordan F, Brenner-Moyer SE, Szostak M. Ruthenium(II)-Catalyzed Regioselective C-H Arylation of Cyclic and N,N-Dialkyl Benzamides with Boronic Acids by Weak Coordination Acs Catalysis. 6: 4755-4759. DOI: 10.1021/Acscatal.6B01360  0.5
2015 Hu F, Patel M, Luo F, Flach C, Mendelsohn R, Garfunkel E, He H, Szostak M. Graphene-Catalyzed Direct Friedel-Crafts Alkylation Reactions: Mechanism, Selectivity, and Synthetic Utility. Journal of the American Chemical Society. PMID 26496423 DOI: 10.1021/Jacs.5B09636  0.424
2015 Meng G, Szostak M. General Olefin Synthesis by the Palladium-Catalyzed Heck Reaction of Amides: Sterically Controlled Chemoselective NC Activation. Angewandte Chemie (International Ed. in English). PMID 26458248 DOI: 10.1002/Anie.201507776  0.485
2015 Shi S, Szostak M. Aminoketyl Radicals in Organic Synthesis: Stereoselective Cyclization of Five- and Six-Membered Cyclic Imides to 2-Azabicycles Using SmI2-H2O. Organic Letters. 17: 5144-7. PMID 26440204 DOI: 10.1021/Acs.Orglett.5B02732  0.451
2015 Meng G, Szostak M. Sterically Controlled Pd-Catalyzed Chemoselective Ketone Synthesis via N-C Cleavage in Twisted Amides. Organic Letters. 17: 4364-7. PMID 26284604 DOI: 10.1021/Acs.Orglett.5B02209  0.579
2015 Szostak R, Aubé J, Szostak M. Determination of Structures and Energetics of Small- and Medium-Sized One-Carbon-Bridged Twisted Amides using ab Initio Molecular Orbital Methods: Implications for Amidic Resonance along the C-N Rotational Pathway. The Journal of Organic Chemistry. 80: 7905-27. PMID 26154179 DOI: 10.1021/Acs.Joc.5B00881  0.632
2015 Szostak R, Aubé J, Szostak M. An efficient computational model to predict protonation at the amide nitrogen and reactivity along the C-N rotational pathway. Chemical Communications (Cambridge, England). 51: 6395-8. PMID 25766378 DOI: 10.1039/C5Cc01034A  0.652
2015 Hu F, Szostak M. Recent Developments in the Synthesis and Reactivity of Isoxazoles: Metal Catalysis and Beyond Advanced Synthesis & Catalysis. 357: 2583-2614. DOI: 10.1002/Adsc.201500319  0.433
2014 Szostak M, Spain M, Sautier B, Procter DJ. Switching between reaction pathways by an alcohol cosolvent effect: SmI2-ethylene glycol VS SmI2-H2O mediated synthesis of uracils Organic Letters. 16: 5694-5697. PMID 25343692 DOI: 10.1021/Ol502775W  0.422
2014 Szostak M, Spain M, Procter DJ. Selective synthesis of α,α-dideuterio alcohols by the reduction of carboxylic acids using Smi2 and D2O as deuterium source under set conditions Organic Letters. 16: 5052-5055. PMID 25247236 DOI: 10.1021/Ol502404E  0.36
2014 Szostak M, Spain M, Eberhart AJ, Procter DJ. Mechanism of SmI2/amine/H2O-promoted chemoselective reductions of carboxylic acid derivatives (esters, acids, and amides) to alcohols. The Journal of Organic Chemistry. 79: 11988-2003. PMID 25232891 DOI: 10.1021/Jo5018525  0.383
2014 Szostak M, Lyons SE, Spain M, Procter DJ. Mechanistic investigation of the selective reduction of Meldrum's acids to β-hydroxy acids using SmI2 and H2O Chemical Communications. 50: 8391-8394. PMID 24942543 DOI: 10.1039/C4Cc03216K  0.348
2014 Szostak M, Spain M, Procter DJ. Ketyl-type radicals from cyclic and acyclic esters are stabilized by SmI2(H2O)n: the role of SmI2(H2O)n in post-electron transfer steps. Journal of the American Chemical Society. 136: 8459-66. PMID 24810096 DOI: 10.1021/Ja503494B  0.395
2014 Szostak M, Fazakerley NJ, Parmar D, Procter DJ. Cross-coupling reactions using samarium(II) iodide. Chemical Reviews. 114: 5959-6039. PMID 24758360 DOI: 10.1021/Cr400685R  0.381
2014 Szostak M, Spain M, Procter DJ. On the role of pre- and post-electron-transfer steps in the SmI2 /amine/H(2)O-mediated reduction of esters: new mechanistic insights and kinetic studies. Chemistry (Weinheim An Der Bergstrasse, Germany). 20: 4222-6. PMID 24615806 DOI: 10.1002/Chem.201400295  0.419
2014 Szostak M, Spain M, Procter DJ. Determination of the effective redox potentials of SmI2, SmBr2, SmCl2, and their complexes with water by reduction of aromatic hydrocarbons. Reduction of anthracene and stilbene by samarium(II) iodide-water complex Journal of Organic Chemistry. 79: 2522-2537. PMID 24517639 DOI: 10.1021/Jo4028243  0.404
2014 Szostak M, Sautier B, Spain M, Procter DJ. Electron transfer reduction of nitriles using SmI2-Et 3N-H2O: Synthetic utility and mechanism Organic Letters. 16: 1092-1095. PMID 24494855 DOI: 10.1021/Ol403668E  0.394
2014 Szostak M, Sautier B, Procter DJ. Structural analysis and reactivity of unusual tetrahedral intermediates enabled by SmI2-mediated reduction of barbituric acids: vinylogous N-acyliminium additions to α-hydroxy-N-acyl-carbamides. Chemical Communications (Cambridge, England). 50: 2518-21. PMID 24463565 DOI: 10.1039/C3Cc48932A  0.412
2014 Szostak M, Spain M, Eberhart AJ, Procter DJ. Highly chemoselective reduction of amides (primary, secondary, tertiary) to alcohols using SmI2/amine/H2O under mild conditions Journal of the American Chemical Society. 136: 2268-2271. PMID 24460078 DOI: 10.1021/Ja412578T  0.485
2014 Szostak M, Sautier B, Procter DJ. Stereoselective capture of n-acyliminium ions generated from a-hydroxy-n-acylcarbamides: Direct synthesis of uracils from barbituric acids enabled by smi2 reduction Organic Letters. 16: 452-455. PMID 24359321 DOI: 10.1021/Ol403340J  0.462
2013 Szostak M, Aubé J. Chemistry of bridged lactams and related heterocycles. Chemical Reviews. 113: 5701-65. PMID 24490625 DOI: 10.1021/Cr4000144  0.569
2013 Szostak M, Sautier B, Spain M, Behlendorf M, Procter DJ. Selective reduction of barbituric acids using SmI2/H 2O: Synthesis, reactivity, and structural analysis of tetrahedral adducts Angewandte Chemie - International Edition. 52: 12559-12563. PMID 24123558 DOI: 10.1002/Anie.201306484  0.415
2013 Szostak M, Spain M, Choquette KA, Flowers RA, Procter DJ. Substrate-directable electron transfer reactions. Dramatic rate enhancement in the chemoselective reduction of cyclic esters using SmI2-H 2O: Mechanism, scope, and synthetic utility Journal of the American Chemical Society. 135: 15702-15705. PMID 24079360 DOI: 10.1021/Ja4078864  0.455
2013 Szostak M, Spain M, Procter DJ. Recent advances in the chemoselective reduction of functional groups mediated by samarium(II) iodide: a single electron transfer approach. Chemical Society Reviews. 42: 9155-83. PMID 24013846 DOI: 10.1039/C3Cs60223K  0.389
2013 Szostak M, Spain M, Procter DJ. Uncovering the importance of proton donors in TmI2-promoted electron transfer: Facile C-N bond cleavage in unactivated amides Angewandte Chemie - International Edition. 52: 7237-7241. PMID 23828793 DOI: 10.1002/Anie.201303178  0.469
2012 Szostak M, Procter DJ. Beyond samarium diiodide: vistas in reductive chemistry mediated by lanthanides(II). Angewandte Chemie (International Ed. in English). 51: 9238-56. PMID 22893612 DOI: 10.1002/Anie.201201065  0.348
2012 Szostak M, Spain M, Procter DJ. Selective synthesis of 3-hydroxy acids from Meldrum's acids using SmI2-H2O. Nature Protocols. 7: 970-977. PMID 22538848 DOI: 10.1038/Nprot.2012.034  0.345
2012 Szostak M, Spain M, Procter DJ. Preparation of samarium(II) iodide: Quantitative evaluation of the effect of water, oxygen, and peroxide content, preparative methods, and the activation of samarium metal Journal of Organic Chemistry. 77: 3049-3059. PMID 22375820 DOI: 10.1021/Jo300135V  0.363
2012 Szostak M, Collins KD, Fazakerley NJ, Spain M, Procter DJ. A general electron transfer reduction of lactones using SmI 2-H2O Organic and Biomolecular Chemistry. 10: 5820-5824. PMID 22367284 DOI: 10.1039/C2Ob00017B  0.399
2012 Szostak M, Spain M, Procter DJ. Electron transfer reduction of carboxylic acids using SmI 2-H 2O-Et 3N Organic Letters. 14: 840-843. PMID 22272578 DOI: 10.1021/Ol203361K  0.427
2012 Szostak M, Spain M, Parmar D, Procter DJ. Selective reductive transformations using samarium diiodide-water Chemical Communications. 48: 330-346. PMID 21879049 DOI: 10.1039/C1Cc14252F  0.345
2011 Szostak M, Spain M, Procter DJ. Electron transfer reduction of unactivated esters using SmI 2-H 2O Chemical Communications. 47: 10254-10256. PMID 21858308 DOI: 10.1039/C1Cc14014K  0.373
2011 Szostak M, Aubé J. Medium-bridged lactams: a new class of non-planar amides. Organic & Biomolecular Chemistry. 9: 27-35. PMID 21069232 DOI: 10.1039/C0Ob00215A  0.6
2010 Szostak M, Yao L, Day VW, Powell DR, Aubé J. Structural characterization of N-protonated amides: regioselective N-activation of medium-bridged twisted lactams. Journal of the American Chemical Society. 132: 8836-7. PMID 20536127 DOI: 10.1021/Ja101690U  0.645
2010 Szostak M, Aubé J. Synthesis, structural analysis, and reactivity of bridged orthoamides by intramolecular Schmidt reaction. Journal of the American Chemical Society. 132: 2530-1. PMID 20128606 DOI: 10.1021/Ja910654T  0.642
2010 Szostak M, Yao L, Aubé J. Proximity effects in nucleophilic addition reactions to medium-bridged twisted lactams: remarkably stable tetrahedral intermediates. Journal of the American Chemical Society. 132: 2078-84. PMID 20095610 DOI: 10.1021/Ja909792H  0.685
2010 Szostak M, Yao L, Aubé J. Synthesis of medium-bridged twisted lactams via cation-pi control of the regiochemistry of the intramolecular Schmidt reaction. The Journal of Organic Chemistry. 75: 1235-43. PMID 20095596 DOI: 10.1021/Jo902574M  0.659
2009 Szostak M, Aubé J. Synthesis and rearrangement of a bridged thioamide. Chemical Communications (Cambridge, England). 7122-4. PMID 19921003 DOI: 10.1039/B917508C  0.689
2009 Szostak M, Yao L, Aubé J. Cation-n control of regiochemistry of intramolecular Schmidt reactions en route to bridged bicyclic lactams. Organic Letters. 11: 4386-9. PMID 19722508 DOI: 10.1021/Ol901771B  0.639
2009 Szostak M, Aubé J. Corey-Chaykovsky epoxidation of twisted amides: synthesis and reactivity of bridged spiro-epoxyamines. Journal of the American Chemical Society. 131: 13246-7. PMID 19715274 DOI: 10.1021/Ja906471Q  0.607
2009 Szostak M, Aubé J. Direct synthesis of medium-bridged twisted amides via a transannular cyclization strategy. Organic Letters. 11: 3878-81. PMID 19708701 DOI: 10.1021/Ol901449Y  0.588
2009 Szostak M, Yao L, Aubé J. Stability of medium-bridged twisted amides in aqueous solutions. The Journal of Organic Chemistry. 74: 1869-75. PMID 19178141 DOI: 10.1021/Jo802192V  0.576
2009 Wu W, Sil D, Szostak ML, Malladi SS, Warshakoon HJ, Kimbrell MR, Cromer JR, David SA. Structure-activity relationships of lipopolysaccharide sequestration in guanylhydrazone-bearing lipopolyamines. Bioorganic & Medicinal Chemistry. 17: 709-15. PMID 19064323 DOI: 10.1016/J.Bmc.2008.11.051  0.363
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