Reactions of organozinc reagents with potassium bromodifluoroacetate

Assembling of gem-difluorinated compounds from organozinc reagents, potassium bromodifluoroacetate and electrophiles is described. •Synthesis of gem-difluorinated compounds.•Preparation and reactions of fluorinated organozinc reagents.•Reactions of potassium boromodifluoroacetate. A practical method...

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Bibliographic Details
Published in:Journal of fluorine chemistry 2015-03, Vol.171, p.97-101
Main Authors: Levin, Vitalij V., Zemtsov, Artem A., Struchkova, Marina I., Dilman, Alexander D.
Format: Article
Language:English
Subjects:
Difluorocarbene
gem-Difluorinated compounds
Organozinc reagents
Potassium bromodifluoroacetate
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Summary:Assembling of gem-difluorinated compounds from organozinc reagents, potassium bromodifluoroacetate and electrophiles is described. •Synthesis of gem-difluorinated compounds.•Preparation and reactions of fluorinated organozinc reagents.•Reactions of potassium boromodifluoroacetate. A practical method for the synthesis of gem-difluorinated compounds from organozinc reagents is described. Potassium bromodifluoroacetate serves as a source of CF2-fragment, which is inserted into carbonzinc bond of organozinc reagents. The intermediate difluorinated organozinc species can be protonated, brominated or coupled with allylic electrophiles.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2014.08.021