Divergent Trideuteromethylthiolation and Aminotrideuteromethylthiolation of Alkenes with N-Fluorobenzenesulfonimide and CD3SSO3Na

Wenting Wang; Lin Zhao; Hui Wu; Youqing He; Ge Wu

doi:10.1021/acs.orglett.3c02329

Divergent Trideuteromethylthiolation and Aminotrideuteromethylthiolation of Alkenes with N-Fluorobenzenesulfonimide and CD₃SSO₃Na

Org Lett. 2023 Oct 6;25(39):7078-7082. doi: 10.1021/acs.orglett.3c02329. Epub 2023 Sep 21.

Authors

Wenting Wang¹, Lin Zhao¹, Hui Wu¹, Youqing He¹, Ge Wu^{1

2}

Affiliations

¹ School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, China.
² State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, Fujian 350002, China.

PMID: 37732883
DOI: 10.1021/acs.orglett.3c02329

Abstract

A metal-free oxidative trideuteromethylthiolation of alkenes with CD₃SSO₃Na using NFSI as an oxidant has been developed. The aminotrideuteromethylthiolation of a three-component reaction could be easily achieved in the presence of a cobalt catalyst. The divergent trideuteromethylthiolation of alkenes, readily available trideuteromethylthiolation reagent, and versatile synthetic strategy allow for late-stage modification of drug molecules.