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  • Title: Nucleophilic bromo- and iododifluoromethylation of aldehydes.
    Author: Kosobokov MD, Levin VV, Struchkova MI, Dilman AD.
    Journal: Org Lett; 2014 Jul 18; 16(14):3784-7. PubMed ID: 24968144.
    Abstract:
    A method for bromo- and iododifluoromethylation of aldehydes using bromo- and iodo-substituted difluoromethyl silicon reagents (Me(3)SiCF(2)X) is described. The reaction is performed in the presence of a combination of tetrabutylammonium and lithium salts Bu(4)NX/LiX (X = Br or I) in propionitrile. It is believed that, in this process, a short-lived halodifluoromethyl carbanion serves as nucleophile, which is reversibly generated from difluorocarbene and a halide anion.
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