Photoredox Ring Opening 1,2-Alkylarylation of Alkenes with Sulfonium Salts Toward Thioether-Substituted Oxindoles

作者：Long‐Jin Zhong, Hui Chen, Xuan Shang, Jian‐Hong Fan, Kewen Tang, Yu Liu, Jin‐Heng Li · 发表于：The Journal of Organic Chemistry · 年份：2024 · DOI：10.1021/acs.joc.4c00628 · 被引用次数：16 · 研究领域：Sulfur-Based Synthesis Techniques、Radical Photochemical Reactions、Catalytic C–H Functionalization Methods

A novel strategy for the difunctionalization of electron-deficient alkenes with aryl sulfonium salts to access remote sulfur-containing oxindole derivatives by using in situ-formed copper(I)-based complexes as a photoredox catalyst is presented. This method enables the generation of the C(sp 3 )-centered radicals through site selective cleavage of the C–S bond of aryl sulfonium salts under mild conditions. Moreover, the oxidation reactions of desired products provide a new strategy for the preparation of sulfoxide or sulfone-containing compounds. Importantly, this approach can be easily applied to late-stage modification of pharmaceuticals molecules.