Exceedingly Fast Copper(II)-Promoted ortho C–H Trifluoromethylation of Arenes using TMSCF3

Ming Shang, Shang-Zheng Sun, Hong-Li Wang, Brian N. Laforteza, Hui-Xiong Dai and Jin-Quan Yu

Angew. Chem. Int. Ed.,
2014, 39, 10439-10442; 10.1002/anie.201404822

08/2014

The Yu Group disclose the direct ortho-trifluoromethylation of arenes and heteroarenes using TMSCF3.

Using a copper(II)-catalyzed C–H functionalization this pharmaceutically significant functional group can be introduced in under 30 minutes to a broad range of substrates. Mechanistic studies confirm the involvement of C–H activation rather than electrophilic aromatic substitution.

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