Difluoromethylation of some C–H acids with chlorodifluoromethane under conditions of phase transfer catalysis (PTC)

Selected C–H acids react with difluorocarbene generated from chlorodifluoromethane with concentrated aqueous solution of sodium hydroxide, and a catalyst, benzyltriethylammonium chloride (TEBAC) in benzene or THF affording C-difluoromethyl substituted derivatives. Selected C–H acids react with diflu...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2009-05, Vol.130 (5), p.466-469
Main Authors: Nawrot, Ewelina, Jończyk, Andrzej
Format: Article
Language:English
Subjects:
C-difluoromethylation
C–H acids
Difluorocarbene
Phase transfer catalysis
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Summary:Selected C–H acids react with difluorocarbene generated from chlorodifluoromethane with concentrated aqueous solution of sodium hydroxide, and a catalyst, benzyltriethylammonium chloride (TEBAC) in benzene or THF affording C-difluoromethyl substituted derivatives. Selected C–H acids react with difluorocarbene generated from chlorodifluoromethane with concentrated aqueous solution of sodium hydroxide, and a catalyst, benzyltriethylammonium chloride (TEBAC) in benzene or THF affording C-difluoromethyl substituted derivatives. This process is restricted to C–H acids of p K a ≅ 16.3–19.1. The observed facts are rationalized.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2009.02.008