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Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane

Alexey L Trifonov, Artem A Zemtsov, Vitalij V Levin, Marina I Struchkova, Alexander D Dilman

Org Lett. 2016 Jul 15;18(14):3458-61.

PMID: 27336618

Abstract:

A combination of (bromodifluoromethyl)trimethylsilane (Me3SiCF2Br), triphenylphosphine, and DMPU serves as a source of difluorinated phosphorus ylide Ph3P═CF2 under mild conditions. The system was used to effect nucleophilic difluoromethylation of ketones and nitro alkenes. The reaction efficiency is believed to be associated with Lewis acidic activation of the substrates by a silylium species formed upon generation of the phosphorus ylide.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP115262016 (Bromodifluoromethyl)trimethylsilane (Bromodifluoromethyl)trimethylsilane 115262-01-6 Price
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