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铜催化马来酰亚胺与胺和炔酯的氧化环化反应:直接合成全取代二氢吡咯和吡咯衍生物。

Copper-Catalyzed Oxidative Cyclization of Maleimides with Amines and Alkyne Esters: Direct Access to Fully Substituted Dihydropyrroles and Pyrrole Derivatives.

机构信息

Department of Chemistry, Donghua University , No. 2999 North Renmin Road, Shanghai 201620, P. R. China.

State Key Laboratory of Bioorganic & Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , Shanghai 200032, P. R. China.

出版信息

Org Lett. 2017 Nov 17;19(22):6044-6047. doi: 10.1021/acs.orglett.7b02670. Epub 2017 Oct 31.

DOI:10.1021/acs.orglett.7b02670
PMID:29087716
Abstract

An efficient and practical Cu(I)-catalyzed oxidative cyclization cascade reaction of diverse amines, alkyne esters and maleimides has been developed. The reactions can afford 4,6-dioxopyrrolo[3,4-b]pyrrole-2,3-dicarboxylates and related derivatives with satisfactory yields by altering the reaction conditions slightly. The substrate scope highlights the flexibility of the catalyst, and a reaction mechanism is also proposed.

摘要

一种高效实用的铜(I)催化的多胺、炔酯和马来酰亚胺的氧化环化级联反应已被开发出来。通过略微改变反应条件,该反应可以以令人满意的收率得到 4,6-二氧代吡咯并[3,4-b]吡咯-2,3-二甲酸酯和相关衍生物。该底物范围突出了催化剂的灵活性,同时也提出了一种反应机制。

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