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)
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 100°C 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.
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