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吲哚的区域和化学选择性N-1酰化:钯催化多米诺环化反应合成1,2-稠合三环吲哚骨架。

Regio- and chemoselective N-1 acylation of indoles: Pd-catalyzed domino cyclization to afford 1,2-fused tricyclic indole scaffolds.

作者信息

Liu Yongxian, Huang Yuanqiong, Song Hongjian, Liu Yuxiu, Wang Qingmin

机构信息

State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071 (China), Fax: (+86) 22-23503952.

出版信息

Chemistry. 2015 Mar 27;21(14):5337-40. doi: 10.1002/chem.201406617. Epub 2015 Feb 20.

Abstract

A concise method for the synthesis of 1,2-fused tricyclic indole scaffolds by domino cyclization involving a Pd-catalyzed Sonogashira coupling, indole cyclization, regio- and chemoselective N-1 acylation, and 1,4-Michael addition is reported. This method provides straightforward access to tetrahydro[1,4]diazepino[1,2-a]indole and hexahydro[1,5]diazocino[1,2-a]indole scaffolds.

摘要

报道了一种通过多米诺环化合成1,2-稠合三环吲哚骨架的简洁方法,该方法涉及钯催化的Sonogashira偶联、吲哚环化、区域和化学选择性N-1酰化以及1,4-迈克尔加成。该方法为四氢[1,4]二氮杂环庚并[1,2-a]吲哚和六氢[1,5]二氮杂环辛并[1,2-a]吲哚骨架提供了直接的合成途径。

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