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Issue 9, 2013
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A sterically demanding organo-superbase avoids decomposition of a naked trifluoromethyl carbanion directly generated from fluoroform

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Abstract

A simple strategy avoiding the decomposition of a naked trifluoromethyl anion to difluorocarbene by a sterically very demanding organo-superbase without the help of a trifluoromethyl anion reservoir such as DMF is reported. The direct non-metallic trifluoromethylation of carbonyl compounds using fluoroform in the presence of t-Bu-P4 base afforded trifluoromethyl alcohols in high yields.

Graphical abstract: A sterically demanding organo-superbase avoids decomposition of a naked trifluoromethyl carbanion directly generated from fluoroform

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Publication details

The article was received on 26 Nov 2012, accepted on 14 Jan 2013 and first published on 14 Jan 2013


Article type: Communication
DOI: 10.1039/C3OB27368G
Org. Biomol. Chem., 2013,11, 1446-1450

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    A sterically demanding organo-superbase avoids decomposition of a naked trifluoromethyl carbanion directly generated from fluoroform

    H. Kawai, Z. Yuan, E. Tokunaga and N. Shibata, Org. Biomol. Chem., 2013, 11, 1446
    DOI: 10.1039/C3OB27368G

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