Siladifluoromethylation and Difluoromethylation onto C(sp3), C(sp2), and C(sp) Centers Using Ruppert–Prakash Reagent and Fluoroform

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• 作者：Kohsuke Aikawa ; Kenichi Maruyama ; Junki Nitta ; Ryota Hashimoto ; Koichi Mikami
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：July 15, 2016
• 年：2016
• 卷：18
• 期：14
• 页码：3354-3357
• 全文大小：392K
• 年卷期：0
• ISSN：1523-7052

文摘

Siladifluoromethylations and difluoromethylations on sp<sup>3sup>, sp<sup>2sup>, and sp carbons of lithiated carbamates, arenes, and terminal alkynes, respectively, have been attained by employing the Ruppert–Prakash reagent (CF<sub>3sub>TMS) and fluoroform (CF<sub>3sub>H) as the CF<sub>2sub> sources. The advantage of this reaction is that the (sila)difluoromethylated compounds can be obtained by simple treatment of easily accessible substrates, lithium bases, and CF<sub>3sub>TMS or CF<sub>3sub>H. Furthermore, the products bearing the TMS group can be transformed into the valuable compounds with the CF<sub>2sub> fragment via the carbon–carbon bond forming reactions.