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Copper-Catalyzed Synthesis of Trifluoroethylarenes from Benzylic Bromodifluoroacetates

Brett R. Ambler, Lingui Zhu and Ryan A. Altman*

*Department of Medicinal Chemistry, The University of Kansas, Lawrence, Kansas 66045, United States, Email: raaltmanku.edu

B. R. Ambler, L. Zhu, R. A. Altman, J. Org. Chem., 2015, 80, 8449-8457.

DOI: 10.1021/acs.joc.5b01343


Abstract

Trifluoroethylarenes can be directly accessed via nucleophilic trifluoromethylation of benzylic electrophiles, but current catalytic methods fail to transform electron-deficient substrates and heterocycles. A Cu-catalyzed decarboxylative trifluoromethylation of benzylic bromodifluoroacetates effectively provides a wide range of trifluoroethylarenes.

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Key Words

trifluoromethylation


ID: J42-Y2015