Journal of Organic Chemistry p. 5870 - 5876 (2015)
Update date:2022-07-29
Topics:
Fedorov, Oleg V.
Kosobokov, Mikhail D.
Levin, Vitalij V.
Struchkova, Marina I.
Dilman, Alexander D.
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 converted into fluorine containing pyrazole derivatives and oxetanes.
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