伪-Difluoromethylation on sp3 Carbon of Nitriles Using Fluoroform and Ruppert鈥揚rakash Reagent

详细信息    查看全文

• 作者：Kohsuke Aikawa ; Kenichi Maruyama ; Kazuya Honda ; Koichi Mikami
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：October 2, 2015
• 年：2015
• 卷：17
• 期：19
• 页码：4882-4885
• 全文大小：400K
• ISSN：1523-7052

文摘

Difluoromethylation on sp³ carbon of various nitrile compounds with lithium base and fluoroform (CF₃H), which is an ideal difluoromethylating reagent, is shown to provide the 伪-difluoromethylated nitrile products with an all-carbon quaternary center in moderate to high yields. The Ruppert鈥揚rakash reagent (CF₃TMS) is also applicable to the reaction, affording the 伪-siladifluoromethylated nitrile products, which can be utilized for sequential carbon鈥揷arbon bond-forming reactions. These reactions using 1.1 equiv of lithium base, 1.5鈥?.0 equiv of CF₃H or CF₃TMS, and easily accessible nitrile derivatives are completed in only a few minutes, resulting in the formation of valuable difluoromethylated compounds.