Issue 23, 2022

Recent advances in thiolation via sulfur electrophiles

Abstract

Umpolung of thiols has become a common strategy for the synthesis of various S-containing compounds and thus a series of sulfur electrophiles have been designed and applied for diverse thiolations. To meet different demands for the incorporation of thio groups with regio- and stereoselectivity, new catalyst systems and methodologies based on the utility of sulfur electrophiles have been well developed. In this review, achievements on various thiolation methodologies with sulfur electrophiles have been summarized, mainly including thiofunctionalization of alkenes or alkynes, insertion of carbene precursors, C–S cross coupling and electrophilic substitution, aiming to give a comprehensive insight into the application of electrophilic sulfur reagents.

Graphical abstract: Recent advances in thiolation via sulfur electrophiles

Article information

Article type
Review Article
Submitted
13 Sep 2022
Accepted
10 Oct 2022
First published
12 Oct 2022

Org. Chem. Front., 2022,9, 6684-6707

Recent advances in thiolation via sulfur electrophiles

Y. Wei, W. Gao, H. Chang and X. Jiang, Org. Chem. Front., 2022, 9, 6684 DOI: 10.1039/D2QO01447E

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