My Bibliography

select

Nan J, Zhang J, Hu Y, Wang C, Wang T, Wang W, Ma Y, Szostak M. Cu^II-Catalyzed Coupling with Two Ynone Units by Selective Triple and Sigma C-C and C-H Bond Cleavages. Org Lett. 2021 Feb 11;. doi: 10.1021/acs.orglett.1c00371. [Epub ahead of print] PubMed PMID: 33570962.

select

Ning L, Li H, Lai Z, Szostak M, Chen X, Dong Y, Jin S, An J. Synthesis of α-Deuterated Primary Amines via Reductive Deuteration of Oximes Using D₂O as a Deuterium Source. J Org Chem. 2021 Feb 5;86(3):2907-2916. doi: 10.1021/acs.joc.0c02829. Epub 2021 Jan 25. PubMed PMID: 33486945.

select

Cao H, Liu X, Bie F, Shi Y, Han Y, Yan P, Szostak M, Liu C. General and practical intramolecular decarbonylative coupling of thioesters via palladium catalysis. Org. Chem. Front.. 2021 February; doi: 10.1039/D0QO01576H.

select

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. 2021 Jan 2;26(1). doi: 10.3390/molecules26010188. PubMed PMID: 33401664; PubMed Central PMCID: PMC7795584.

select

Lei P, Mu Y, Wang Y, Wang Y, Ma Z, Feng J, Liu X, Szostak M. Green Solvent Selection for Suzuki–Miyaura Coupling of Amides. ACS Sustainable Chem. Eng.. 2020 December; 9(1):552-559. doi: 10.1021/acssuschemeng.0c08044.

select

Zhang J, Liu Z, Yin Z, Yang X, Ma Y, Szostak R, Szostak M. Preference of cis-Thioamide Structure in N-Thioacyl-N-methylanilines. Org Lett. 2020 Dec 18;22(24):9500-9505. doi: 10.1021/acs.orglett.0c03512. Epub 2020 Nov 30. PubMed PMID: 33252240.

select

Ielo L, Pace V, Holzer W, Rahman MM, Meng G, Szostak R, Szostak M. Electrophilicity Scale of Activated Amides: ¹⁷ O NMR and ¹⁵ N NMR Chemical Shifts of Acyclic Twisted Amides in N-C(O) Cross-Coupling. Chemistry. 2020 Dec 9;26(69):16246-16250. doi: 10.1002/chem.202003213. Epub 2020 Nov 11. PubMed PMID: 32668046.

select

Bie F, Liu X, Shi Y, Cao H, Han Y, Szostak M, Liu C. Rh-Catalyzed Base-Free Decarbonylative Borylation of Twisted Amides. J Org Chem. 2020 Dec 4;85(23):15676-15685. doi: 10.1021/acs.joc.0c02157. Epub 2020 Oct 30. PubMed PMID: 33124423.

select

Lei P, Li G, Ling Y, An J, Nolan SP, Szostak M. Protocol for Palladium/N-Heterocyclic Carbene-Catalyzed Suzuki–Miyaura Cross-Coupling of Amides by N–C(O) Activation. Synthesis. 2020 November; 53(04):682-687. doi: 10.1055/s-0040-1705956.

select

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. Chem. Sci.. 2020 November; 12(2):803-811. doi: 10.1039/D0SC05763K.

select

Luo S, Weng C, Ding Y, Ling C, Szostak M, Ma X, An J. Reductive Deuteration of Aromatic Esters for the Synthesis of α,α-Dideuterio Benzyl Alcohols Using D2O as Deuterium Source. Synthesis. 2020 October; 32(1):51-56. doi: 10.1055/s-0040-1705944.

select

Piontek A, Ochędzan‐Siodłak W, Bisz E, Szostak M. Cobalt−NHC Catalyzed C(sp2)−C(sp3) and C(sp2)−C(sp2) Kumada Cross‐Coupling of Aryl Tosylates with Alkyl and Aryl Grignard Reagents. ChemCatChem. 2020 October; 13(1):202-206. doi: 10.1002/cctc.202001347.

select

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. 2020 Sep 28;. doi: 10.1002/chem.202003923. [Epub ahead of print] Review. PubMed PMID: 32989914; NIHMSID:NIHMS1654480.

select

Li G, Ma S, Szostal M. Amide Bond Activation: The Power of Resonance. Trends in Chemistry. 2020 September; 2(10):914-928. doi: 10.1016/j.trechm.2020.08.001.

select

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. Org Lett. 2020 Sep 4;22(17):6884-6890. doi: 10.1021/acs.orglett.0c02410. Epub 2020 Aug 18. PubMed PMID: 32809838.

select

Zhou T, Xie PP, Ji CL, Hong X, Szostak M. Decarbonylative Suzuki-Miyaura Cross-Coupling of Aroyl Chlorides. Org Lett. 2020 Aug 21;22(16):6434-6440. doi: 10.1021/acs.orglett.0c02250. Epub 2020 Aug 10. PubMed PMID: 32806154; PubMed Central PMCID: PMC7456303.

select

Zhou T, Ma S, Nahra F, Obled AMC, Poater A, Cavallo L, Cazin CSJ, Nolan SP, Szostak M. [Pd(NHC)(μ-Cl)Cl]₂: Versatile and Highly Reactive Complexes for Cross-Coupling Reactions that Avoid Formation of Inactive Pd(I) Off-Cycle Products. iScience. 2020 Aug 21;23(8):101377. doi: 10.1016/j.isci.2020.101377. Epub 2020 Jul 16. PubMed PMID: 32759055; PubMed Central PMCID: PMC7404551.

select

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. Org Lett. 2020 Aug 7;22(15):6010-6015. doi: 10.1021/acs.orglett.0c02105. Epub 2020 Jul 9. PubMed PMID: 32645265.

select

Zhou T, Szostak M. Palladium-catalyzed cross-couplings by C–O bond activation. Catalysis science & technology. 2020 July; 10(17):5702-5739. NIHMSID: NIHMS1620204.

select

Wang X, Zhang J, He Y, Chen D, Wang C, Yang F, Wang W, Ma Y, Szostak M. Ruthenium(II)-Catalyzed Ortho-C-H Alkylation of Naphthylamines with Diazo Compounds for Synthesis of 2,2-Disubstituted π-Extended 3-Oxindoles in Water. Org Lett. 2020 Jul 2;22(13):5187-5192. doi: 10.1021/acs.orglett.0c01811. Epub 2020 Jun 19. PubMed PMID: 32558578.

select

Li G, Szostak M. Transition-Metal-Free Activation of Amides by N-C Bond Cleavage. Chem Rec. 2020 Jul;20(7):649-659. doi: 10.1002/tcr.201900072. Epub 2019 Dec 13. Review. PubMed PMID: 31833633.

select

Buchspies J, Rahman MM, Szostak R, Szostak M. N-Acylcarbazoles and N-Acylindoles: Electronically Activated Amides for N-C(O) Cross-Coupling by N_lp to Ar Conjugation Switch. Org Lett. 2020 Jun 19;22(12):4703-4709. doi: 10.1021/acs.orglett.0c01488. Epub 2020 Jun 1. PubMed PMID: 32476426.

select

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. 2020 June; 52(18):2579-2599. doi: 10.1055/s-0040-1707101.

select

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-Boc₂-amides. Org Biomol Chem. 2020 May 27;18(20):3827-3831. doi: 10.1039/d0ob00813c. PubMed PMID: 32396595.

select

Rahman MM, Liu C, Bisz E, Dziuk B, Lalancette R, 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. J Org Chem. 2020 Apr 17;85(8):5475-5485. doi: 10.1021/acs.joc.0c00227. Epub 2020 Apr 6. PubMed PMID: 32159351.

select

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. 2020 April; 24(6):1043-1051. doi: 10.1021/acs.oprd.0c00054.

select

Buchspies J, Rahman M, Szostak M. Suzuki–Miyaura Cross-Coupling of Amides Using Well-Defined, Air- and Moisture-Stable Nickel/NHC (NHC = N-Heterocyclic Carbene) Complexes. Catalysts (Basel, Switzerland). 2020 March; 10(4):372. doi: 10.3390/catal10040372.

select

Ma S, Zhou T, Li G, Szostak M. Suzuki-Miyaura Cross-Coupling of Amides using Well-Defined, Air-Stable [(PR3)2Pd(II)X2] Precatalysts. Advanced synthesis & catalysis. 2020 March; doi: 10.1002/adsc.202000122.

select

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. J Org Chem. 2020 Mar 6;85(5):3192-3201. doi: 10.1021/acs.joc.9b03065. Epub 2020 Jan 30. PubMed PMID: 31944108.

select

Zhao Q, Meng G, Nolan SP, Szostak M. N-Heterocyclic Carbene Complexes in C-H Activation Reactions. Chem Rev. 2020 Feb 26;120(4):1981-2048. doi: 10.1021/acs.chemrev.9b00634. Epub 2020 Jan 22. Review. PubMed PMID: 31967451; PubMed Central PMCID: PMC7241961.

select

Rahman M, 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. 2020 February; 52(7):1060-1066. doi: 10.1055/s-0039-1690055.

select

Li H, Hou Y, Liu C, Lai Z, Ning L, Szostak R, Szostak M, An J. Pentafluorophenyl Esters: Highly Chemoselective Ketyl Precursors for the Synthesis of α,α-Dideuterio Alcohols Using SmI₂ and D₂O as a Deuterium Source. Org Lett. 2020 Feb 21;22(4):1249-1253. doi: 10.1021/acs.orglett.9b04383. Epub 2020 Jan 8. PubMed PMID: 31913049.

select

Li G, Szostak M. Kinetically Controlled, Highly Chemoselective Acylation of Functionalized Grignard Reagents with Amides by N-C Cleavage. Chemistry. 2020 Jan 13;26(3):611-615. doi: 10.1002/chem.201904678. Epub 2019 Dec 16. PubMed PMID: 31696589.

select

Szostak M, Zhao Q, Meng G, Li G, inventors. Rutgers University, assignee. Ligands for Transition-Metal Catalysis. United States patent application U.S. 62/958,565. 2020 January.

select

Szostak M, Shi S, inventors. Rutgers University, assignee. Complexes of N-Heterocyclic Carbenes for Transition-Metal Catalysis. United States patent application U.S. 62/958,583. 2020 January.

select

Bisz E, Szostak M. Iron-Catalyzed C(sp²)-C(sp³) Cross-Coupling of Aryl Chlorobenzoates with Alkyl Grignard Reagents. Molecules. 2020 Jan 6;25(1). doi: 10.3390/molecules25010230. PubMed PMID: 31935934; PubMed Central PMCID: PMC6983197.

select

Li G, Szostak M. Synthesis of Amides by Transamidation and Amidation of Activated Amides and Esters . In: Science of Synthesis, SOS Knowledge Updates, Volume 21; Three Carbon–Heteroatom Bonds: Amides and Derivatives; Peptides; Lactams. Petersson J, editor. Stuttgart: Thieme; 2020. Chapter 21.1.8;

select

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. 2019 December; doi: 10.1039/C9CY02080B.

select

Zhao Q, Lalancette R, Szostak R, Szostak M. Ring-Opening Olefin Metathesis of Twisted Amides: Activation of Amide Bonds by C=C Cleavage. ACS Catalysis. 2019 December; 10(1):737-742. doi: 10.1021/acscatal.9b04033.

select

Liu C, Ji CL, Zhou T, Hong X, Szostak M. Decarbonylative Phosphorylation of Carboxylic Acids via Redox-Neutral Palladium Catalysis. Org Lett. 2019 Nov 15;21(22):9256-9261. doi: 10.1021/acs.orglett.9b03678. Epub 2019 Nov 4. PubMed PMID: 31682133.

select

Zhou T, Ji CL, Hong X, Szostak M. Palladium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of amides by carbon-nitrogen bond activation. Chem Sci. 2019 Nov 14;10(42):9865-9871. doi: 10.1039/c9sc03169c. eCollection 2019 Nov 14. PubMed PMID: 32015810; PubMed Central PMCID: PMC6977462.

select

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. 2019 October; 361(24):5709-5714. doi: doi.org/10.1002/adsc.201901058.

select

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. 2019 October; 361(24):5654-5660. doi: 10.1002/adsc.201901188.

select

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. Org Lett. 2019 Oct 4;21(19):7976-7981. doi: 10.1021/acs.orglett.9b02961. Epub 2019 Sep 17. PubMed PMID: 31525893.

select

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. 2019 Sep 27;19:749-759. doi: 10.1016/j.isci.2019.08.021. Epub 2019 Aug 17. PubMed PMID: 31491721; PubMed Central PMCID: PMC6731188.

select

Rahman MM, Li G, Szostak M. Metal-Free Transamidation of Secondary Amides by N-C Cleavage. J Org Chem. 2019 Sep 20;84(18):12091-12100. doi: 10.1021/acs.joc.9b02013. Epub 2019 Sep 9. PubMed PMID: 31430149.

select

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 Sep 6;21(17):7038-7043. doi: 10.1021/acs.orglett.9b02615. Epub 2019 Aug 22. PubMed PMID: 31436105.

select

Chakraborty J, Nemeria S, Zhang X, Nareddy PR, Szostak M, Farinas E, Jordan F. Engineering 2-Oxoglutarate Dehydrogenase to a 2-Oxo Aliphatic Dehydrogenase Complex by Optimizing Consecutive Components. AIChE Journal. 2019 August; doi: doi.org/10.1002/aic.16769.

select

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.

select

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.