4.6 Article

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

期刊

ORGANIC & BIOMOLECULAR CHEMISTRY
卷 11, 期 9, 页码 1446-1450

出版社

ROYAL SOC CHEMISTRY
DOI: 10.1039/c3ob27368g

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资金

  1. Japan Science and Technology Agency (ACT-C: Creation of Advanced Catalytic Transformation for the Sustainable Manufacturing at Low Energy, Low Environmental Load)
  2. Asahi Glass Foundation
  3. [24105513]

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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.

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