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

Qing Shen, Xiaoyan Peng, Jiahong Sui, Min Peng, Xiangwei Liu, Hezhong Jiang, Rui Tan, Min Zhou, Jiahong Li

2024Chinese Journal of Chemistry17 citationsDOIOpen Access PDF

Abstract

Comprehensive Summary A 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 CO 2 •– 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.

Topics & Concepts

ChemistryHydrogen peroxidePhotochemistryCombinatorial chemistryThiolCatalysisFormateIrradiationOrganic chemistryNuclear physicsPhysicsSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsRadical Photochemical Reactions
Formate‐Mediated Synthesis of <i>β</i>‐Hydroxysulfides from Olefins and Thiosulfonates via <scp>EDA</scp> Complex Strategy under Visible Light Irradiation in Air | Litcius