Yang Zhen, Pei Chao, Koenigs Rene M
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, Germany.
Org Lett. 2020 Sep 18;22(18):7234-7238. doi: 10.1021/acs.orglett.0c02568. Epub 2020 Aug 31.
In this Letter, we describe a simple, practical approach in which cheap CuI was used as a catalyst to introduce a -difluoro olefin onto simple electron-rich aniline derivatives in good yield via direct C-H functionalization and a subsequent HF elimination reaction. Detailed mechanistic studies point at a dual role of aniline derivatives in this reaction, which serve as a substrate and a basic promoter to trigger the HF elimination step.
在本信函中,我们描述了一种简单实用的方法,其中使用廉价的碘化亚铜作为催化剂,通过直接C-H官能化和随后的氢氟酸消除反应,以良好的产率将α-二氟烯烃引入到简单的富电子苯胺衍生物上。详细的机理研究表明苯胺衍生物在该反应中具有双重作用,它们既作为底物,又作为引发氢氟酸消除步骤的碱性促进剂。