Hu Xuan-Bo, Chen Yuwei, Zhu Chen-Long, Xu Hao, Zhou Xiaocong, Rao Weidong, Hang Xiao-Chun, Chu Xue-Qiang, Shen Zhi-Liang
Technical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, School of Flexible Electronics (Future Technologies), Nanjing Tech University, Nanjing 211816, China.
College of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, China.
J Org Chem. 2024 Sep 20;89(18):13601-13607. doi: 10.1021/acs.joc.4c01786. Epub 2024 Sep 3.
A zinc-mediated cross-electrophile coupling of benzyl sulfonium salts with thiosulfonates via C-S bond cleavage was achieved. The reductive thiolation proceeded well under transition metal-free conditions to afford the desired benzyl sulfides in good yields, exhibiting both broad substrate scope and good functionality tolerance. In addition, the reaction could be applied to the use of selenosulfonate as an effective selenylation agent and be subjected to scale-up synthesis.
实现了锌介导的苄基锍盐与硫代磺酸酯通过C-S键裂解的交叉亲电偶联反应。该还原硫醇化反应在无过渡金属条件下顺利进行，以良好的产率得到所需的苄基硫醚，具有广泛的底物范围和良好的官能团耐受性。此外，该反应可应用于使用亚硒磺酸酯作为有效的硒化试剂，并可进行放大合成。
