A Facile and Practical Copper Powder-Catalyzed, Organic Solvent- and Ligand-Free Ullmann Amination of Aryl Halides

被引:140
作者
Jiao, Jiao
Zhang, Xi-Ru
Chang, Ning-Hui
Wang, Jie
Wei, Jun-Fa [1 ]
Shi, Xian-Ying
Chen, Zhan-Guo
机构
[1] Shaanxi Normal Univ, Sch Chem & Mat Sci, Xian 710062, Peoples R China
关键词
COUPLING REACTION; C-N; AMINO-ACIDS; HIGHLY EFFICIENT; VINYL BROMIDES; PALLADIUM; MILD; ARYLATION; NITROGEN; WATER;
D O I
10.1021/jo102169t
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 degrees 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.
引用
收藏
页码:1180 / 1183
页数:4
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