Title of article
Nucleophilic difluoro(phenylsulfonyl)methylation of carbonyls with PhSO2CF2H reagent in the presence of in situ generated substoichiometric amount of base
Author/Authors
Hu، نويسنده , , Mingyou and Gao، نويسنده , , Bing-Jie Ni، نويسنده , , Chuanfa and Zhang، نويسنده , , Laijun and Hu، نويسنده , , Jinbo، نويسنده ,
Issue Information
روزنامه با شماره پیاپی سال 2013
Pages
7
From page
52
To page
58
Abstract
The reactions between carbonyl compounds and PhSO2CF2H using substoichiometric amount of base in situ generated from N(TMS)3 and catalytic amount of Me4NF have been investigated. It is found that both enolizable and non-enolizable aldehydes are suitable substrates to undergo nucleophilic difluoro(phenylsulfonyl)methylation. Compared to the previously reported trifluoromethylation of carbonyls with CF3H under the similar reaction conditions, the unique reactivity of PhSO2CF2H is attributed to its higher acidity than CF3H and the reversibility of its addition reaction with ketones under basic conditions.
Keywords
(Phenylsulfonyl)difluoromethylation , Difluoromethylation , Hydrofluorocarbons , Aldehydes , alcohols , Nucleophilic fluoroalkylation
Journal title
Journal of Fluorine Chemistry
Serial Year
2013
Journal title
Journal of Fluorine Chemistry
Record number
1612104
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