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铜催化的分子内 C-N 键形成:在水中直接合成苯并咪唑衍生物。

Copper-catalyzed intramolecular C-N bond formation: a straightforward synthesis of benzimidazole derivatives in water.

机构信息

Department of Chemistry and Chemical Engineering, College of Science, Northeast Forestry University, Harbin, 150040, PR China.

出版信息

J Org Chem. 2011 Jan 21;76(2):716-9. doi: 10.1021/jo1021426. Epub 2010 Dec 22.

DOI:10.1021/jo1021426
PMID:21175149
Abstract

A straightforward, efficient, and more sustainable copper-catalyzed method has been developed for intramolecular N-arylation providing the benzimidazole ring system. With Cu(2)O (5 mol %) as the catalyst, DMEDA (10 mol %) as the ligand, and K(2)CO(3) as the base, this protocol was applied to synthesize a small library of benzimidazoles in high yields. Remarkably, the reaction was exclusively carried out in water, rendering the methodology highly valuable from both environmental and economical points of view.

摘要

一种简单、高效、更可持续的铜催化方法已被开发用于分子内 N-芳基化,提供苯并咪唑环体系。以 Cu(2)O(5mol%)为催化剂、DMEDA(10mol%)为配体、K(2)CO(3)为碱,该方案应用于以高产率合成了一系列苯并咪唑的小分子库。值得注意的是,该反应仅在水中进行,从环境和经济角度来看,该方法具有很高的价值。

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