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一种受生物启发的伯脂肪胺催化需氧氧化C-H官能团化反应:1,2-二取代苯并咪唑的合成

A bioinspired catalytic aerobic oxidative C-H functionalization of primary aliphatic amines: synthesis of 1,2-disubstituted benzimidazoles.

作者信息

Nguyen Khac Minh Huy, Largeron Martine

机构信息

UMR 8638 CNRS-Université Paris Descartes (Paris 5), Sorbonne Paris Cité, Faculté de Pharmacie de Paris, 4 avenue de l'Observatoire, 75270 Paris cedex 06 (France).

出版信息

Chemistry. 2015 Sep 1;21(36):12606-10. doi: 10.1002/chem.201502487. Epub 2015 Jul 23.

Abstract

Aerobic oxidative CH functionalization of primary aliphatic amines has been accomplished with a biomimetic cooperative catalytic system to furnish 1,2-disubstituted benzimidazoles that play an important role as drug discovery targets. This one-pot atom-economical multistep process, which proceeds under mild conditions, with ambient air and equimolar amounts of each coupling partner, constitutes a convenient environmentally friendly strategy to functionalize non-activated aliphatic amines that remain challenging substrates for non-enzymatic catalytic aerobic systems.

摘要

通过一种仿生协同催化体系实现了伯脂肪胺的有氧氧化CH官能团化,以提供1,2-二取代苯并咪唑,这些化合物作为药物发现靶点发挥着重要作用。这个一锅法原子经济的多步过程在温和条件下进行,使用环境空气和等摩尔量的每种偶联伙伴,构成了一种方便的环境友好策略,用于官能团化未活化的脂肪胺,而脂肪胺对于非酶催化的有氧体系来说仍然是具有挑战性的底物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d51f/4557039/3742cf74a763/chem0021-12606-f1.jpg

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