What question did this study set out to answer?

This research aims to develop a method for the synthesis of chlorosulfur compounds from unactivated alkenes.

February 13, 2026

Photoinduced 1,2-Chlorothiolation of Unactivated Alkenes via Proton Transfer and Electron Transfer

CXChao XieShandong University ZWZemin WangShandong University WZWenli ZhuangShandong University

Key Points

This research aims to develop a method for the synthesis of chlorosulfur compounds from unactivated alkenes.
Utilized hydrochloric acid and dimethylsulfoxide to enable reactions.
Employed inexpensive thiophenols as the sulfur source.
Conducted reactions under mild conditions without external catalysts or metals.
Successfully performed chlorothiolation of unactivated alkenes.
Achieved high stereoselectivity with a broad substrate scope.
Demonstrated gram-scale capability for practical applications.

Abstract

Chlorosulfur compounds, serving as structural cores in numerous bioactive molecules, represent valuable yet synthetically challenging building blocks. Herein, we report a photoinduced 1,2-chlorothiolation of unactivated alkenes enabled by proton transfer and electron transfer processes between hydrochloric acid (HCl) and dimethylsulfoxide (DMSO). This transformation employs inexpensive, readily available, and stable thiophenols as the sulfur source and proceeds without external photocatalysts and metals, constructing chlorosulfur compounds under mild conditions with broad substrate scope, high stereoselectivity, and gram-scale capability.

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