Copper-Catalyzed Aromatic Trifluoromethylation and the Related Transformations

Chem Rec. 2023 Sep;23(9):e202300154. doi: 10.1002/tcr.202300154. Epub 2023 Jul 25.

Abstract

Trifluoromethylated aromatic compounds (Ar-CF3 ) are the substances of considerable interest in various industrial fields. The high lipophilicity, strong electron-withdrawing ability, and characteristic size of trifluoromethyl group are key influences in biologically active molecules. Due to these attractive properties, the benzotrifluoride structural motifs have been widely employed in the design of pharmaceuticals, agrochemicals, dyes, liquid crystals, and polymers. Therefore, the development of highly efficient methodologies for aromatic trifluoromethylation is of significant importance for wide fields of science and technology. Recently, a great deal of attention has been paid to catalytic protocols to introduce fluoroalkyl groups into aromatic rings selectively. This personal account highlights the copper-mediated aromatic trifluoromethylation and the related transformations developed by our research group.

Keywords: copper; cross-coupling; difluoromethyl; fluorine; trifluoromethyl.

Publication types

  • Review