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光照诱导的铜催化吲哚的区域选择性合成:芳胺、末端炔烃和醌的三组分偶联。

Photoinduced Copper-Catalyzed Regioselective Synthesis of Indoles: Three-Component Coupling of Arylamines, Terminal Alkynes, and Quinones.

机构信息

Department of Chemistry, National Tsing Hua University, Hsinchu (Taiwan, R. O. C.).

出版信息

Angew Chem Int Ed Engl. 2015 Nov 16;54(47):13896-901. doi: 10.1002/anie.201506579. Epub 2015 Sep 4.

DOI:10.1002/anie.201506579
PMID:26338043
Abstract

The first successful example of a visible-light-induced copper-catalyzed process for C-H annulation of arylamines with terminal alkynes and benzoquinone is described. This three-component reaction allows use of a variety of commercial terminal alkynes as coupling partners for the one-step regioselective synthesis of functionalized indoles. Moreover, the current process represents a sustainable and atom-economical approach for the preparation of complex indoles from easily accessible starting materials under visible-light irradiation, without the need for expensive metals and harsh reaction conditions.

摘要

首次描述了可见光诱导的铜催化芳胺与末端炔烃和苯醌的 C-H 环化反应的成功实例。该三组分反应允许使用各种商业末端炔烃作为偶联试剂,用于一步区域选择性合成官能化吲哚。此外,该方法在可见光照射下,以易得的起始原料为原料,通过可持续和原子经济性的方法制备复杂吲哚,无需使用昂贵的金属和苛刻的反应条件。

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