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Copper-Catalyzed Regioselective C‑H Sulfonyloxylation of Electron-Rich Arenes with p‑Toluenesulfonic Acid and Sulfonyloxylation of Aryl(mesityl)iodonium Sulfonates

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posted on 2017-02-23, 00:00 authored by He Huang, Yang Wu, Wen Zhang, Chun Feng, Bi-Qin Wang, Wan-Fei Cai, Ping Hu, Ke-Qing Zhao, Shi-Kai Xiang
Copper-catalyzed regioselective C-H sulfonyloxylation of electron-rich arenes with p-toluenesulfonic acid has been developed. Electron-rich benzene derivatives and heteroarenes can undergo this C-H sulfonyloxylation reaction to generate aryl tosylates. Furthermore, sulfonyloxylation of aryl­(mesityl)­iodonium sulfonates has also been investigated. Both aryl­(mesityl)­iodonium tosylates and triflates can react smoothly to get aryl sulfonates. The formed aryl sulfonates can be converted to phenols, as well as used as good partners of cross-coupling reactions.