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Aryl Sulfonium Salts for Site‐Selective Late‐Stage Trifluoromethylation
Author(s) -
Ye Fei,
Berger Florian,
Jia Hao,
Ford Joseph,
Wortman Alan,
Börgel Jonas,
Genicot Christophe,
Ritter Tobias
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201906672
Subject(s) - trifluoromethylation , sulfonium , reagent , aryl , chemistry , combinatorial chemistry , trifluoromethyl , functional group , organic chemistry , alkyl , salt (chemistry) , polymer
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.