A. D. Cat, R. V. Poucke, R. Pollet
Sep 2, 2010
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0
Influential Citations
2
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Journal
Bulletin des Sociétés Chimiques Belges
Abstract
As an extension of the analogous synthesis of aryl difluoromethyl ethers, difluorocarbene. generated from the basic hydrolysis of chlorodifiuoromethane in aqueous dioxane, is brought into reaction with thiophenols, yielding aryl difluoromethyl thioethers. Further conversions lead to the m- and p-difiuoromethoxy-, difluoro-methylthio- and difluoromethylsulphonyl-substituted benzoic acids. The chemical stability of the difluoro substituents is discussed and compared with the analogous trifluoro substituents. Phenoxide and thiophenoxide ions are considered as “ambident carbenophiles” in their reaction with dihalocarbenes.