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Aryl Sulfonium Salts for Site‐Selective Late‐Stage Trifluoromethylation

2019; Wiley; Volume: 58; Issue: 41 Linguagem: Inglês

10.1002/anie.201906672

1521-3773

Fei Ye, Florian Berger, Hao Jia, Joseph Ford, Alan Wortman, Jonas Börgel, Christophe Génicot, Tobias Ritter,

Inorganic Fluorides and Related Compounds

Abstract Incorporation of the CF 3 group into arenes has found increasing importance in drug discovery. Herein, we report the first photoredox‐catalyzed cross‐coupling of aryl thianthrenium salts with a copper‐based trifluoromethyl reagent, which enables a site‐selective late‐stage trifluoromethylation of arenes. The reaction proceeds with broad functional group tolerance, even for complex small molecules on gram scale. The method was further extended to produce pentafluoroethylated derivatives.