Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane

详细信息    查看全文

• 作者：Alexey L. Trifonov ; Artem A. Zemtsov ; Vitalij V. Levin ; Marina I. Struchkova ; Alexander D. Dilman
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：18
• 期：14
• 页码：3458-3461
• 全文大小：308K
• 年卷期：0
• ISSN：1523-7052

文摘

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.