一种简便实用的铜粉催化、无有机溶剂和配体的芳基卤代物的乌尔曼胺化反应。

A facile and practical copper powder-catalyzed, organic solvent- and ligand-free Ullmann amination of aryl halides.

机构信息

School of Chemistry and Materials Science, Shaanxi Normal University and Key Laboratory for Macromolecular Science of Shaanxi Province, Xi'an, 710062, PR China.

出版信息

J Org Chem. 2011 Feb 18;76(4):1180-3. doi: 10.1021/jo102169t. Epub 2011 Jan 24.

DOI:10.1021/jo102169t

PMID:21261263

Abstract

A facile and practical method that the copper powder-catalyzed Ullmann amination of aryl halides with aqueous methylamine under organic solvent- and ligand-free condition at 100 °C and in air gave N-arylamines as sole products in good to excellent yields. The presence of a small amount of air is essential. Other aliphatic primary amines show good to very high reactivity. Secondary amines and aniline are not reactive. Sensitive substituents (i.e., CHO, MeCO, CN and Cl) are tolerable in the reaction.

摘要

一种简便实用的方法，即在有机溶剂和配体不存在的条件下，铜粉催化卤代芳烃与水合甲胺在 100°C 下、空气中进行乌尔曼胺化反应，以良好至优异的收率得到 N-芳基胺作为唯一产物。少量空气的存在是必不可少的。其他脂肪族伯胺表现出良好至非常高的反应性。仲胺和苯胺没有反应活性。敏感取代基（如 CHO、MeCO、CN 和 Cl）在反应中是可以耐受的。