Organic Chemistry Portal

Abstracts

Search:

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

Jiao Jiao, Xi-Ru Zhang, Ning-Hui Chang, Jie Wang, Jun-Fa Wei*, Xian-Ying Shi and Zhan-Guo Chen

*School of Chemistry and Materials Science, Shaanxi Normal University and Key Laboratory for Macromolecular Science of Shaanxi Province, Xi’an, 710062, P. R. China, Email: weijfsnnu.edu.cn

J. Jiao, X.-R. Zhang, N.-H. Chang, J. Wang, J.-F. Wei, X.-Y. Shi, Z.-G. Chen, J. Org. Chem., 2011, 76, 1180-1183.

DOI: 10.1021/jo102169t (free Supporting Information)


Abstract

A facile and practical copper powder-catalyzed Ullmann amination of aryl halides with aqueous methylamine and other aliphatic primary amines under organic solvent- and ligand-free condition at 100C and in air gave N-arylamines as sole products in very good yields. The presence of a small amount of air is essential. Secondary amines and aniline are not reactive. Sensitive substituents are tolerated.

see article for more examples



Key Words

Ullmann Coupling, Aryl Amines, Green Chemistry


ID: J42-Y2011-0390