My Bibliography

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Bisz E, Kardela M, Szostak M. Ligand Effect on Iron-Catalyzed Cross-Coupling Reactions: Evaluation of Amides as O-Coordinating Ligands. ChemCatChem. Forthcoming; doi: doi.org/10.1002/cctc.201901150.

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Liu C, Ji C, Qin Z, Hong X, Szostak M. Synthesis of Biaryls via Decarbonylative Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Carboxylic Acids. iScience. Forthcoming; doi: 10.1016/j.isci.2019.08.021.

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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-c]quinazolines. Org Lett. 2019 Aug 22;. doi: 10.1021/acs.orglett.9b02615. [Epub ahead of print] PubMed PMID: 31436105.

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Rahman MM, Li G, Szostak M. Metal-Free Transamidation of Secondary Amides by N-C Cleavage. J Org Chem. 2019 Aug 20;. doi: 10.1021/acs.joc.9b02013. [Epub ahead of print] PubMed PMID: 31430149.

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Zhao Q, Zhang J, Szostak M. Ruthenium(0)-sequential catalysis for the synthesis of sterically hindered amines by C-H arylation/hydrosilylation. Chem Commun (Camb). 2019 Aug 7;55(61):9003-9006. doi: 10.1039/c9cc04072b. Epub 2019 Jul 10. PubMed PMID: 31290865.

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Zhao Q, Zhang J, Szostak M. Ruthenium(0)-Catalyzed Cross-Coupling of Anilines with Organoboranes by Selective Carbon–Nitrogen Cleavage. ACS Catalysis. 2019 July; 9:8171-8177. doi: 10.1021/acscatal.9b02440.

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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. J Am Chem Soc. 2019 Jul 1;. doi: 10.1021/jacs.9b04136. [Epub ahead of print] PubMed PMID: 31203613.

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Liu C, Qin ZX, Ji CL, Hong X, Szostak M. Highly-chemoselective step-down reduction of carboxylic acids to aromatic hydrocarbons via palladium catalysis. Chem Sci. 2019 Jun 14;10(22):5736-5742. doi: 10.1039/c9sc00892f. eCollection 2019 Jun 14. PubMed PMID: 31293759; PubMed Central PMCID: PMC6568276.

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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. Chem Commun (Camb). 2019 May 10;55(37):5379-5382. doi: 10.1039/c9cc02578b. Epub 2019 Apr 17. PubMed PMID: 30994654.

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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. Org Lett. 2019 May 3;21(9):3304-3309. doi: 10.1021/acs.orglett.9b01053. Epub 2019 Apr 16. PubMed PMID: 30990697.

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Pace V, Holzer W, Ielo L, Shi S, Meng G, Hanna M, Szostak R, Szostak M. ¹⁷O NMR and ¹⁵N NMR chemical shifts of sterically-hindered amides: ground-state destabilization in amide electrophilicity. Chem Commun (Camb). 2019 Apr 9;55(30):4423-4426. doi: 10.1039/c9cc01402k. PubMed PMID: 30916689.

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Shi S, Szostak M. Decarbonylative Borylation of Amides by Palladium Catalysis. ACS Omega. 2019 Mar 31;4(3):4901-4907. doi: 10.1021/acsomega.9b00081. eCollection 2019 Mar 31. PubMed PMID: 31459674; PubMed Central PMCID: PMC6647946.

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Zhao Q, Szostak M. Redox-Neutral Decarbonylative Cross-Couplings Coming of Age. ChemSusChem. 2019 Mar 25;. doi: 10.1002/cssc.201900408. [Epub ahead of print] Review. PubMed PMID: 30908875.

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De Oliveira Silva A, McQuade J, Szostak M. Recent Advances in the Synthesis and Reactivity of Isothiazoles. Advanced Synthesis & Catalysis. 2019 March; 361(13):3050-3067. doi: 10.1002/adsc.201900072.

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Shi S, Lalancette R, Szostak R, Szostak M. Triflamides: Highly Reactive, Electronically Activated N-Sulfonyl Amides in Catalytic N-C(O) Amide Cross-Coupling. Org Lett. 2019 Mar 1;21(5):1253-1257. doi: 10.1021/acs.orglett.8b03901. Epub 2019 Feb 15. PubMed PMID: 30768275.

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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. 2019 February; 361(10):2329-2336. doi: 10.1002/adsc.201801586.

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Bisz E, Kardela M, Piontek A, Szostak M. Iron-Catalyzed C(sp2)–C(sp3) Cross-Coupling at Low Catalyst Loading. Catalysis science & technology. 2019 February; 9:1092-1097. doi: 10.1039/C8CY02374C.

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Szostak R, Szostak M. Tröger's Base Twisted Amides: High Amide Bond Twist and N-/O-Protonation Aptitude. J Org Chem. 2019 Feb 1;84(3):1510-1516. doi: 10.1021/acs.joc.8b02937. Epub 2019 Jan 14. PubMed PMID: 30571109.

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Bisz E, Szostak M. Iron-Catalyzed C(sp²)-C(sp³) Cross-Coupling of Chlorobenzenesulfonamides with Alkyl Grignard Reagents: Entry to Alkylated Aromatics. J Org Chem. 2019 Feb 1;84(3):1640-1646. doi: 10.1021/acs.joc.8b02886. Epub 2019 Jan 14. PubMed PMID: 30575389.

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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 (Basel, Switzerland). 2019 February; 9(2):129. doi: 10.3390/catal9020129.

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Szostak R, Szostak M. Chemistry of Bridged Lactams: Recent Developments. Molecules. 2019 Jan 12;24(2). doi: 10.3390/molecules24020274. Review. PubMed PMID: 30642094; PubMed Central PMCID: PMC6359620.

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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. 2019 January; 361(1):85-95. doi: 10.1002/adsc.201800849.

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Buchspies J, Szostak M. Recent Advances in Acyl Suzuki Cross-Coupling. Catalysts (Basel, Switzerland). 2019 January; 9(1):53. doi: 10.3390/catal9010053.

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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. J Org Chem. 2019 Jan 4;84(1):338-345. doi: 10.1021/acs.joc.8b02874. Epub 2018 Dec 19. PubMed PMID: 30520306.

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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. 2018 December; 60(4):378-381. doi: 10.1016/j.tetlet.2018.12.059.

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Liu C, Shi S, Liu Y, Liu R, Lalancette R, Szostak R, Szostak M. The Most Twisted Acyclic Amides: Structures and Reactivity. Org Lett. 2018 Dec 21;20(24):7771-7774. doi: 10.1021/acs.orglett.8b03175. Epub 2018 Dec 10. PubMed PMID: 30525667.

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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. 2018 December; 11:1196-1199. doi: 10.1002/cctc.201802032.

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Liu C, Ji CL, Hong X, Szostak M. Palladium-Catalyzed Decarbonylative Borylation of Carboxylic Acids: Tuning Reaction Selectivity by Computation. Angew Chem Int Ed Engl. 2018 Dec 17;57(51):16721-16726. doi: 10.1002/anie.201810145. Epub 2018 Nov 21. PubMed PMID: 30358030.

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Szostak R, Liu C, Lalancette R, Szostak M. Twisted N-Acyl-hydantoins: Rotationally Inverted Urea-Imides of Relevance in N-C(O) Cross-coupling. J Org Chem. 2018 Dec 7;83(23):14676-14682. doi: 10.1021/acs.joc.8b02691. Epub 2018 Nov 15. PubMed PMID: 30352152.

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Buchspies J, J Pyle D, He H, Szostak M. Pd-Catalyzed Suzuki-Miyaura Cross-Coupling of Pentafluorophenyl Esters. Molecules. 2018 Nov 29;23(12). doi: 10.3390/molecules23123134. PubMed PMID: 30501083; PubMed Central PMCID: PMC6321476.

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Liu C, Szostak M. Decarbonylative cross-coupling of amides. Org Biomol Chem. 2018 Nov 7;16(43):7998-8010. doi: 10.1039/c8ob01832d. Review. PubMed PMID: 30318552.

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Meng G, Szostak M. Palladium/NHC (NHC = N-Heterocyclic Carbene)-Catalyzed B-Alkyl Suzuki Cross-Coupling of Amides by Selective N-C Bond Cleavage. Org Lett. 2018 Nov 2;20(21):6789-6793. doi: 10.1021/acs.orglett.8b02911. Epub 2018 Oct 23. PubMed PMID: 30351967.

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Piontek A, Bisz E, Dziuk B, Szostak R, Szostak M. Structures and energetic properties of 4-halobenzamides. Acta Crystallogr C Struct Chem. 2018 Nov 1;74(Pt 11):1395-1402. doi: 10.1107/S2053229618013463. Epub 2018 Oct 23. PubMed PMID: 30398194.

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Shi S, Szostak M. Zinc cyanide. e-EROS Encyclopedia of Reagents for Organic Synthesis. 2018 October; doi: 10.1002/047084289X.

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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. Acc Chem Res. 2018 Oct 16;51(10):2589-2599. doi: 10.1021/acs.accounts.8b00410. Epub 2018 Sep 21. PubMed PMID: 30240190.

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Li G, Szostak M. Highly selective transition-metal-free transamidation of amides and amidation of esters at room temperature. Nat Commun. 2018 Oct 9;9(1):4165. doi: 10.1038/s41467-018-06623-1. PubMed PMID: 30302003; PubMed Central PMCID: PMC6178361.

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Li G, Lei P, Szostak M. Transition-Metal-Free Esterification of Amides via Selective N-C Cleavage under Mild Conditions. Org Lett. 2018 Sep 21;20(18):5622-5625. doi: 10.1021/acs.orglett.8b02323. Epub 2018 Sep 4. PubMed PMID: 30178673.

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Piontek A, Bisz E, Szostak M. Iron-Catalyzed Cross-Couplings in the Synthesis of Pharmaceuticals: In Pursuit of Sustainability. Angew Chem Int Ed Engl. 2018 Aug 27;57(35):11116-11128. doi: 10.1002/anie.201800364. Epub 2018 Jul 17. Review. PubMed PMID: 29460380.

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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. 2018 August; 8(10):9131-9139. doi: 10.1021/acscatal.8b02815.

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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 : an international journal of organic chemistry. 2018 July; 5:2515-2521. doi: 10.1039/C8QO00585K.

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Bisz E, Szostak M. 2-Methyltetrahydrofuran: A Green Solvent for Iron-Catalyzed Cross-Coupling Reactions. ChemSusChem. 2018 Apr 25;11(8):1290-1294. doi: 10.1002/cssc.201800142. Epub 2018 Mar 26. PubMed PMID: 29493907.

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Li G, Lei P, Szostak M, Casals-Cruañas E, Poater A, Cavallo L, Nolan S. Mechanistic Study of Suzuki–Miyaura Cross-Coupling Reactions of Amides Mediated by [Pd(NHC)(allyl)Cl] Precatalysts. ChemCatChem. 2018 April; doi: 10.1002/cctc.201800511.

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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. J Org Chem. 2018 Mar 16;83(6):3159-3163. doi: 10.1021/acs.joc.8b00019. Epub 2018 Mar 1. PubMed PMID: 29446628.

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Szostak R, Szostak M. N-Acyl-glutarimides: Resonance and Proton Affinities of Rotationally-Inverted Twisted Amides Relevant to N-C(O) Cross-Coupling. Org Lett. 2018 Mar 2;20(5):1342-1345. doi: 10.1021/acs.orglett.8b00086. Epub 2018 Feb 16. PubMed PMID: 29450995.

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Liu C, Szostak M. Decarbonylative thioetherification by nickel catalysis using air- and moisture-stable nickel precatalysts. Chem Commun (Camb). 2018 Feb 22;54(17):2130-2133. doi: 10.1039/c8cc00271a. PubMed PMID: 29419832.

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Liu Y, Achtenhagen M, Liu R, Szostak M. Transamidation of N-acyl-glutarimides with amines. Org Biomol Chem. 2018 Feb 21;16(8):1322-1329. doi: 10.1039/c7ob02874a. PubMed PMID: 29393316.

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Meng G, Szostak M. N-Acyl-Glutarimides: Privileged Scaffolds in Amide N-C Bond Cross-Coupling. European journal of organic chemistry. 2018 February; doi: 10.1002/ejoc.201800109.

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Nemeria NS, Gerfen G, Nareddy PR, Yang L, Zhang X, Szostak M, Jordan F. The mitochondrial 2-oxoadipate and 2-oxoglutarate dehydrogenase complexes share their E2 and E3 components for their function and both generate reactive oxygen species. Free Radic Biol Med. 2018 Feb 1;115:136-145. doi: 10.1016/j.freeradbiomed.2017.11.018. Epub 2017 Dec 1. PubMed PMID: 29191460.

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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. 2018 January; 360. doi: 10.1002/adsc.201701563.

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Nareddy P, Jordan F, Szostak M. Ruthenium(II)-Catalyzed Direct C-H Arylation of Indoles with Arylsilanes in Water. Org Lett. 2018 Jan 19;20(2):341-344. doi: 10.1021/acs.orglett.7b03567. Epub 2017 Dec 28. PubMed PMID: 29283265.