KI-Catalyzed Allylic Sulfonation of α-Methylstyrene Derivatives with Sulfonylhydrazides via Electrochemistry

Xinghua Zhang*, Shuang Xu, Xiang Yang and Wan Pang*

*School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, China, Email: xhzhangsit.edu.cn, pangwansit.edu.cn

X. Zhang, S. Xu, X. Yang, W. Pang, J. Org. Chem., 2023, 88, 7483-7488.

DOI: 10.1021/acs.joc.3c00147

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Abstract

A direct allylic C-H bond activation of α-methylstyrene derivatives with sulfonylhydrazines provides allylic sulfones under exogenous oxidant- and metal-catalyst-free electrochemical conditions via radical coupling. A series of valuable allylic sulfones were accessed with a wide substrate scope and excellent regioselectivity.

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proposed mechanism

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Key Words

allyl sulfones, electrochemistry

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ID: J42-Y2023