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Trifluoromethylation of (hetero)aryl iodides and bromides with copper(i) chlorodifluoroacetate complexes†
Xiaoxi Lin,Zhengyu Li,Xiaoyan Han
RSC Advances Pub Date : 08/02/2016 00:00:00 , DOI:10.1039/C6RA15547B
Abstract

A new copper-mediated trifluoromethylation reaction using copper(I) chlorodifluoroacetate complexes as reagents is reported. The complex [L2Cu][O2CCF2Cl] (L = bpy, dmbpy, phen) reacted with (hetero)aryl iodides and bromides in the presence of CsF in DMF at 75 °C to afford the trifluoromethylarenes in good to excellent yields. High compatibility with various chemical functions or (hetero)cycles was also observed in the reaction. A reaction mechanism involving a difluorocarbene intermediate, along with a subsequent formation of a –CF3 anion was proposed.

Graphical abstract: Trifluoromethylation of (hetero)aryl iodides and bromides with copper(i) chlorodifluoroacetate complexes
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