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

Organic Letters 2026

View at publisher
Authors: Chao Xie, Zemin Wang, Wenli Zhuang, Ruihua Liu, Cong Shi, Chao Liu, Yue Xu, Yuanyuan Zhao, Xiangqian Li, Dayong Shi
DOI: 10.1021/acs.orglett.5c05294
Cited by: 1
References: 41

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.

Fields of Study & Subjects

Sulfur-Based Synthesis Techniques Radical Photochemical Reactions Vanadium and Halogenation Chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
7
Pages
2272–2277
Publication date
11 February 2026
Language
EN