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CuCl 催化的咔唑与 2-溴吡啶衍生物的 Ullmann 型 C-N 交叉偶联反应。

CuCl-Catalyzed Ullmann-Type C-N Cross-Coupling Reaction of Carbazoles and 2-Bromopyridine Derivatives.

机构信息

College of Chemical Engineering, Zhejiang University of Technology , Hangzhou, Zhejiang 310014, P.R. China.

出版信息

J Org Chem. 2017 Jan 20;82(2):1024-1033. doi: 10.1021/acs.joc.6b02595. Epub 2017 Jan 9.

Abstract

A CuCl-catalyzed Ullmann-type C-N cross-coupling reaction of carbazoles and 2-bromopyridine derivatives has been developed for the synthesis of N-heteroarylcarbazole derivatives employing 1-methyl-imidazole and t-BuOLi as ligand and base, respectively, both of which are found to significantly promote the reaction. Low cost and low loading of both catalyst and ligand, together with high reaction yields, render this practical reaction to be suitable for large-scale preparations and could be useful in material science.

摘要

一种 CuCl 催化的咔唑与 2-溴吡啶衍生物的 Ullmann 型 C-N 交叉偶联反应已经被开发出来,用于合成 N-杂芳基咔唑衍生物,反应分别采用 1-甲基咪唑和叔丁醇锂作为配体和碱,这两者都被发现能显著促进反应。催化剂和配体的低用量和低成本,以及高反应收率,使得这种实用的反应适合大规模制备,并可能在材料科学中有用。

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