Palladium-Catalyzed Trifluoromethylation of (Hetero)Arenes with CF3 Br

Angewandte Chemie
Kishore NatteMatthias Beller

Abstract

The CF3 group is an omnipresent motif found in many pharmaceuticals, agrochemicals, catalysts, materials, and industrial chemicals. Despite well-established trifluoromethylation methodologies, the straightforward and selective introduction of such groups into (hetero)arenes using available and less expensive sources is still a major challenge. In this regard, the selective synthesis of various trifluoromethyl-substituted (hetero)arenes by palladium-catalyzed C-H functionalization is herein reported. This novel methodology proceeds under comparably mild reaction conditions with good regio- and chemoselectivity. As examples, trifluoromethylations of biologically important molecules, such as melatonin, theophylline, caffeine, and pentoxifylline, are showcased.

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Jan 6, 2017·The Journal of Organic Chemistry·Zhong-Quan Liu, Dong Liu
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