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钴(III)催化的 C-H 活化:重氮导向的邻位 C-H 键与马来酰亚胺的选择性 1,4-加成。

Cobalt(III)-Catalyzed C-H Activation: Azo Directed Selective 1,4-Addition of Ortho C-H Bond to Maleimides.

机构信息

Department of Organic Chemistry, Indian Institute of Science , Bangalore 560 012, Karnataka, India.

出版信息

J Org Chem. 2017 Jul 7;82(13):6913-6921. doi: 10.1021/acs.joc.7b01094. Epub 2017 Jun 19.

Abstract

Highly selective azo directed 1,4-addition of an ortho C-H bond to maleimides has been developed using Co(III) catalyst. This reaction furnishes 3-arylated succinimide derivatives in good yields with excellent selectivity. This protocol exhibits a broad substrate scope and is compatible with symmetrical and unsymmetrical azobenzene derivatives, with maleimides and maleate esters. Preliminary deuterium incorporation studies have been performed to understand the mechanism of the reaction.

摘要

已开发出使用 Co(III)催化剂的高选择性偶氮定向 1,4-加成到马来酰亚胺的邻位 C-H 键。该反应以良好的收率和优异的选择性提供了 3-芳基琥珀酰亚胺衍生物。该方案具有广泛的底物范围,并且与对称和不对称的偶氮苯衍生物、马来酰亚胺和马来酸酯都兼容。已经进行了初步的氘掺入研究以了解反应的机理。

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