Formate-Mediated Synthesis of β-Hydroxysulfides from Olefins and Thiosulfonates via EDA 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
Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (23) : 3129 -3134.
Formate-Mediated Synthesis of β-Hydroxysulfides from Olefins and Thiosulfonates via EDA Complex Strategy under Visible Light Irradiation in Air
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.
β-Hydroxysulfides / EDA complex / Difunctionalization / Thiosulfonates / Formate / Radical / Photocatalysis / Oxygenation
2024 SIOC, CAS, Shanghai, & WILEY-VCH GmbH
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