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

Wenting Wang, Lin Zhao, Hui Wu, Youqing He and Ge Wu*

*School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, China, Email: wugewmu.edu.cn

W. Wang, L. Zhao, H. Wu, Y. He, G. Wu, Org. Lett., 2023, 25, 7078-7082.

DOI: 10.1021/acs.orglett.3c02329

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Abstract

The use of NFSI as an oxidant enables a metal-free oxidative trideuteromethylthiolation of alkenes with CD₃SSO₃Na as a readily available reagent. An aminotrideuteromethylthiolation could be easily achieved in the presence of a cobalt catalyst.

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proposed mechanisms

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Key Words

vinyl sulfides, alkyl sulfides, NFSI, multicomponent reactions

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ID: J54-Y2023