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可见光促进氮杂邻醌甲叉的生成及其在多组分反应中吲哚的合成。

Visible-Light-Driven Aza-ortho-quinone Methide Generation for the Synthesis of Indoles in a Multicomponent Reaction.

机构信息

CCNU-uOttawa Joint Research Centre, Hubei International Scientific and Technological Cooperation Base of Pesticide and Green Synthesis, Key Laboratory of Pesticides & Chemical Biology Ministry of Education, College of Chemistry, Central China Normal University, 152 Luoyu Road, Wuhan, Hubei, 430079, China.

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai, 200032, China.

出版信息

Angew Chem Int Ed Engl. 2017 Aug 1;56(32):9527-9531. doi: 10.1002/anie.201704690. Epub 2017 Jul 5.

DOI:10.1002/anie.201704690
PMID:28636809
Abstract

A visible-light-driven radical-mediated strategy for the in situ generation of aza-ortho-quinone methides from 2-vinyl-substituted anilines and alkyl radical precursors is described. This process enables an efficient multicomponent reaction of 2-vinylanilines, halides, and sulfur ylides, and has a wide substrate scope and good functional group tolerance. Treatment of the cycloaddition products with a base leads to densely functionalized indoles in a single-flask operation.

摘要

本文描述了一种可见光驱动的自由基介导策略,用于从 2-乙烯基取代苯胺和烷基自由基前体原位生成氮杂邻醌甲叉。该过程能够实现 2-乙烯基苯胺、卤化物和硫叶立德的高效多组分反应,具有广泛的底物范围和良好的官能团容忍性。在单瓶操作中,用碱处理环加成产物可得到高度官能化的吲哚。

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