Highly mono-selective ortho-trifluoromethylation of benzamides via 8-aminoquinoline assisted Cu-promoted C–H activations - Chemical Communications (RSC Publishing)

Highly mono-selective ortho-trifluoromethylation of benzamides via 8-aminoquinoline assisted Cu-promoted C–H activations - Chemical Communications (RSC Publishing)

Liang Hu,^ab   Xiang Chen,^a   Qingwen Gui,^a   Ze Tan*^a and   Gangguo Zhu^b  

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Chem. Commun., 2016,52, 6845-6848

DOI: 10.1039/C6CC02412B
Received 19 Mar 2016, Accepted 23 Apr 2016
First published online 26 Apr 2016

A highly mono-selective ortho-trifluoromethylation of benzamides was achieved via Cu-promoted C–H activations. The reaction employs an 8-aminoquinoline group as the bidentate directing group and Togni reagent II as the CF₃ source. The reaction tolerated a wide variety of functional groups and various ortho-trifluoromethylated benzamides were efficiently synthesized in 36–82% yield.