Formate‐Mediated Synthesis of β‐Hydroxysulfides from Olefins and Thiosulfonates via EDA Complex Strategy under Visible Light Irradiation in Air

Author:

Shen Qing1,Peng Xiaoyan2,Sui Jiahong2,Peng Min2,Liu Xiangwei2,Jiang Hezhong2,Tan Rui2,Zhou Min3,Li Jiahong2

Affiliation:

1. Department of Pharmacy, Personalized Drug Therapy Key Laboratory of Sichuan Province, Sichuan Academy of Medical Sciences & Sichuan Provincial People's Hospital, School of Medicine University of Electronic Science and Technology of China Chengdu Sichuan 610072 China

2. School of Life Science and Engineering, School of Chemistry Southwest Jiaotong University Chengdu Sichuan 610041 China

3. Chengdu Organic Chemistry Co., Ltd., Chinese Academy of Sciences Chengdu Sichuan 610041 China

Abstract

Comprehensive SummaryA visible‐light‐induced and efficient one‐pot synthesis of β‐hydroxysulfides from olefins, thiosulfonates and HCOOCs using an EDA complex strategy under air atmosphere at room temperature has been disclosed. A plausible radical involved mechanism is proposed. During the reaction process, formates play a crucial role: first, as donors in the EDA complex; second, as providers of the hydrogen source; and third, by generating CO2•– to reduce peroxide intermediates, leading to the formation of β‐hydroxysulfides. In contrast to the previously reported thiol‐oxygen co‐oxidation reactions, this simple and sustainable approach features mild reaction conditions, operational simplicity, odorless and excellent functional group tolerance.

Funder

National Natural Science Foundation of China

Publisher

Wiley

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