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Controllable Construction of Vinyl Sulfones and β-Keto Selenosulfones via Selective Oxidative Sulfonylation of Alkenes

Liu, Xiang*; Zhang, Yuan; Zheng, Yi; Huang, Changfeng; Cao, Hua*
Science Citation Index Expanded
广东药学院

摘要

The selective oxidative sulfonylation of alkenes with selenium sulfonate depended on the reaction conditions. The electrochemical C-H sulfonylation proceeded smoothly to afford (E)-vinyl sulfones with good selectivity in an undivided cell without external oxidant. While aerobic trifunctionalization of alkenes occurred in the presence of KI in the air, which provides beta-keto selenosulfones via the formation of C-O, C-S, and C-Se bonds in one-pot. Following control experiments, a plausible mechanism is proposed to rationalize the experimental results.

关键词

Synthetic methods Alkenes Difunctionalization Selenylation Sulfonylation