4.6 Article

N-Heterocyclic Carbene-Mediated Carbon-Sulfur Bond-Forming Reactions

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 10, Issue 42, Pages 13901-13916

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.2c03868

Keywords

N-Heterocyclic Carbene; Carbon-Sulfur Bond Formation; Thioesterification; Sulfa-Michael Addition

Funding

  1. National Natural Science Foundation of China [22061007, 22071036]
  2. Frontiers Science Center for Asymmetric Synthesis and Medicinal Molecules, Department of Education, Guizhou Province [(2020)004]
  3. The 10 Talent Plan (Shicengci) of Guizhou Province [[2016]5649]
  4. Science and Technology Department of Guizhou Province [[2018] 2802, [2019]1020]
  5. Program of Introducing Talents of Discipline to Universities of China (111 Program) at Guizhou University [D20023]
  6. Singapore National Research Foundation [NRF-NRFI2016-06, NRF-CRP22-2019-0002]
  7. Ministry of Education, Singapore, under its MOE AcRF Tier 1 Award [RG7/20, RG5/19]
  8. Ministry of Education, Singapore, under its MOE AcRF Tier 2 [MOE2019-T2-2-117]
  9. Ministry of Education, Singapore, under its MOE AcRF Tier 3 Award [MOE2018-T3-1-003]

Ask authors/readers for more resources

This review systematically summarizes the carbon-sulfur (C-S) bond formation reactions enabled by N-heterocyclic carbene (NHC) organocatalysis, including S-esterification, nucleophilic S-conjugate addition, S-addition reactions with electrophiles, and C-S bond formations via cooperative NHC/transition metal-catalyzed radical reactions. The review also provides the authors' own comprehension and perspectives on this highly active research field.
The carbon-sulfur (C-S) bond formation reactions enabled by N-heterocyclic carbene (NHC) organocatalysis are systematically summarized in this review. Diverse transformations involving NHC-catalyzed S-esterification, NHC-catalyzed nucleophilic S-conjugate addition, NHC-catalyzed S-addition reactions with electrophiles, and C-S bond formations via cooperative NHC/transition metal-catalyzed radical reactions are introduced and discussed. Our own comprehension and perspectives on this highly active research field are also provided at the end of this review.

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