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铜锰协同催化的级联氮杂迈克尔加成/环化和 1,3-烯炔的叠氮化反应:全取代叠氮吡咯的区域选择性合成。

Copper and manganese co-mediated cascade aza-Michael addition/cyclization and azidation of 1,3-enynes: regioselective synthesis of fully substituted azido pyrroles.

机构信息

Key Laboratory of Functional Small Organic Molecules, Ministry of Education, Jiangxi Normal University, 99 Ziyang Road, Nanchang 330022, China.

出版信息

Org Biomol Chem. 2020 Nov 12;18(43):8908-8915. doi: 10.1039/d0ob01927e.

Abstract

An efficient Cu and Mn co-mediated aerobic oxidative cyclization and azidation reaction of 1,3-enynes with amines and trimethylsilyl azide (TMSN3) for the synthesis of fully substituted azido pyrroles has been developed. The three-component reaction has the characteristics of high regioselectivity, wide substrate scope, and mild reaction conditions. A preliminary mechanism for this transformation is proposed.

摘要

一种高效的 Cu 和 Mn 共介导的有氧氧化环化和叠氮反应,用于 1,3-烯炔与胺和三甲基硅基叠氮化物(TMSN3)的合成,用于完全取代的叠氮基吡咯的合成。该三组分反应具有高区域选择性、广泛的底物范围和温和的反应条件的特点。提出了这种转化的初步机理。

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