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Aryl Sulfonium Salts for Site-Selective Late-Stage Trifluoromethylation.

ABSTRACT: Incorporation of the CF₃ 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.

SUBMITTER: Ye F

PROVIDER: S-EPMC7754511 | biostudies-literature | 2019 Oct

REPOSITORIES: biostudies-literature

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Aryl Sulfonium Salts for Site-Selective Late-Stage Trifluoromethylation.

Ye Fei F Berger Florian F Jia Hao H Ford Joseph J Wortman Alan A Börgel Jonas J Genicot Christophe C Ritter Tobias T

Angewandte Chemie (International ed. in English) 20190904 41

Incorporation of the CF<sub>3</sub> 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 ...[more]

PMID: 31389649

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