Abstract

2-Fluoro- or 2,2-difluoro-1-bromoalkanes readily undergo nucleophilic substitution by sodium thiophenolate to give 2-fluoro- or 2,2-difluoroalkyl Ph sulfides. The latter can be oxidized to the corresponding sulfoxides. Heating with acetic anhydride produces 2-fluoro- and 2,2-difluoro-1-(phenylthio)alkyl acetates, which can then be cleaved to give 2-fluoro- and 2,2-difluoro-1-(phenylthio)-1-alkanols or the 2-fluoro- and 2,2-difluoroalkanals if not reduced to give 2-fluoro- or 2,2-difluoro-1-alkanols. [on SciFinder (R)]

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