Nucleophilic Bromo- and Iododifluoromethylation of Aldehydes

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• 作者：Mikhail D. Kosobokov ; Vitalij V. Levin ; Marina I. Struchkova ; Alexander D. Dilman
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：July 18, 2014
• 年：2014
• 卷：16
• 期：14
• 页码：3784-3787
• 全文大小：277K
• ISSN：1523-7052

文摘

A method for bromo- and iododifluoromethylation of aldehydes using bromo- and iodo-substituted difluoromethyl silicon reagents (Me₃SiCF₂X) is described. The reaction is performed in the presence of a combination of tetrabutylammonium and lithium salts Bu₄NX/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.