Cross-Electrophile Couplings of Benzyl Sulfonium Salts with Thiosulfonates via C–S Bond Activation

作者：Xuan-Bo Hu, Yuwei Chen, Chenlong Zhu, Hao Xu, Xiaocong Zhou, Weidong Rao, Xiao‐Chun Hang, Xue‐Qiang Chu, Zhi‐Liang Shen · 发表于：The Journal of Organic Chemistry · 年份：2024 · DOI：10.1021/acs.joc.4c01786 · 被引用次数：23 · 研究领域：Sulfur-Based Synthesis Techniques、Cyberloafing and Workplace Behavior、Chemical Synthesis and Reactions

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.