Halogenative Difluorohomologation of Ketones

…, MD Kosobokov, VV Levin, MI Struchkova…

Index: Kosobokov, Mikhail D.; Dilman, Alexander D.; Levin, Vitalij V.; Struchkova, Marina I. Journal of Organic Chemistry, 2012 , vol. 77, # 13 p. 5850 - 5855

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Citation Number: 10

Abstract

A method for the difluorohomologation of ketones accompanied by halogenation of a C–H bond is described. The reaction involves silylation, difluorocarbene addition using Me3SiCF2Br activated by a bromide ion, and halogenation of intermediate cyclopropanes with N-bromo-or N-iodosuccinimide. The whole process is performed without isolation of intermediates. The resulting α, α-difluoro-β-halo-substituted ketones can be readily ...