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Simple access to β-trifluoromethyl-substituted ketones via copper-catalyzed ring-opening trifluoromethylation of substituted cyclopropanols†‡
Dzmitry G. Kananovich,Yulia A. Konik,Dzmitry M. Zubrytski,Ivar Järving,Margus Lopp
Chemical Communications Pub Date : 04/09/2015 00:00:00 , DOI:10.1039/C5CC02386F
Abstract

Tertiary cyclopropanols react rapidly with Togni reagent in methanol at room temperature in the presence of catalytic amounts (3 mol%) of CuCl affording β-trifluoromethyl ketones in 65–73% isolated yields. Ring opening in 1,2-dialkylsubstituted cyclopropanols gives a mixture of isomeric β-trifluoromethyl ketones in about 50% combined yield.

Graphical abstract: Simple access to β-trifluoromethyl-substituted ketones via copper-catalyzed ring-opening trifluoromethylation of substituted cyclopropanols
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