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钯(II)催化的 1-(1-炔基)环丙基肟衍生物的串联杂环化反应在功能化吡咯的合成中的应用。

Pd(II)-Catalyzed Tandem Heterocyclization of 1-(1-Alkynyl)cyclopropyl Oxime Derivatives for the Synthesis of Functionalized Pyrroles.

机构信息

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

出版信息

Org Lett. 2016 Aug 5;18(15):3930-3. doi: 10.1021/acs.orglett.6b02068. Epub 2016 Jul 26.

Abstract

An efficient approach for the synthesis of highly functionalized pyrroles has been developed by a Pd(TFA)2-catalyzed tandem heterocyclization of 1-(1-alkynyl)cyclopropyl oxime derivatives under mild conditions. The reaction first proceeded via an intramolecular nucleophilic attack followed by a ring-opening process and then intermolecular nucleophilic attack as well as protonation to afford the desired products in moderate to excellent yields.

摘要

发展了一种高效的方法,通过 Pd(TFA)2 催化温和条件下 1-(1-炔基)环丙基肟衍生物的串联杂环化反应,合成高度官能化的吡咯。该反应首先通过分子内亲核进攻,然后进行开环反应,然后进行分子间亲核进攻和质子化,以中等至优异的收率得到所需产物。

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