通过脂环胺的α-C-H/N-H环化反应合成多环异吲哚啉
Synthesis of Polycyclic Isoindolines via α-C-H/N-H Annulation of Alicyclic Amines.
作者信息
Paul Anirudra, Vasseur Camille, Daniel Scott D, Seidel Daniel
机构信息
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, Florida 32611, United States.
出版信息
Org Lett. 2022 Feb 11;24(5):1224-1227. doi: 10.1021/acs.orglett.2c00018. Epub 2022 Jan 31.
Abstract
Relatively unstable cyclic imines, generated in situ from their corresponding alicyclic amines via oxidation of their lithium amides with simple ketone oxidants, engage aryllithium compounds containing a leaving group on an -methylene functionality to provide polycyclic isoindolines in a single operation. The scope of this transformation includes pyrrolidine, piperidine, azepane, azocane, and piperazines.
摘要
相对不稳定的环状亚胺，通过用简单的酮氧化剂氧化其锂酰胺，由相应的脂环胺原位生成，与在α-亚甲基官能团上含有离去基团的芳基锂化合物反应，可在一步操作中得到多环异吲哚啉。这种转化的范围包括吡咯烷、哌啶、氮杂环庚烷、氮杂环辛烷和哌嗪。
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