Chemistry Letters
Online ISSN : 1348-0715
Print ISSN : 0366-7022
ISSN-L : 0366-7022
DEFLUORINATION REACTIONS OF gem-DIFLUORO- AND MONOFLUOROOLEFINS. NOVEL METHODS FOR ONE-CARBON HOMOLOGATIONS OF CARBONYL COMPOUNDS LEADING TO ALDEHYDES, CARBOXYLIC ACIDS, AND ESTERS
Sei-ichi HayashiTakeshi NakaiNobuo Ishikawa
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1980 Volume 9 Issue 6 Pages 651-654

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Abstract

Defluorinative hydrolysis (or alcoholysis) of gem-difluoroolefins (1) easily prepared via the facile difluoromethylenation of carbonyl compounds afforded the carboxylic acids (or esters). The homologation method was applied to the synthesis of anti-inflammatory ibuprofen. Furthermore, defluorinative hydrolysis of monofluoroolefins obtained via the reduction of 1 gave the aldehydes.

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