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通过一锅法实现的芳炔、胺和亲核试剂的三组分反应。

Three-Component Reactions of Arynes, Amines, and Nucleophiles via a One-Pot Process.

作者信息

Min Gyoungwook, Seo Jeongseob, Ko Haye Min

机构信息

Department of Bio-Nano Chemistry , Wonkwang University , 460 Iksandae-ro , Iksan , Jeonbuk 54538 , Republic of Korea.

出版信息

J Org Chem. 2018 Aug 3;83(15):8417-8425. doi: 10.1021/acs.joc.8b01058. Epub 2018 Jul 16.

Abstract

An unprecedented three-component reaction of arynes, tertiary amines, and nucleophiles has been demonstrated through ammonium salt intermediates. This protocol allows access to tertiary aniline derivatives containing the piperazine motif in good-to-excellent yields. Expansively, this reaction can produce biologically important 2-(4-phenylpiperazin-1-yl)ethyl-containing molecules using arynes, 1,4-diazabicyclo(2.2.2)octane (DABCO), and nucleophiles via a one-pot process.

摘要

通过铵盐中间体实现了前所未有的芳炔、叔胺和亲核试剂的三组分反应。该方法能够以良好至优异的产率获得含有哌嗪基序的叔苯胺衍生物。此外,该反应可以通过一锅法,使用芳炔、1,4-二氮杂双环(2.2.2)辛烷(DABCO)和亲核试剂制备具有生物学重要性的含2-(4-苯基哌嗪-1-基)乙基的分子。

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