The Journal of organic chemistry

Copper-catalyzed direct amination of ortho-functionalized haloarenes with sodium azide as the amino source

H Zhao, H Fu, R Qiao

Index: Zhao, Haibo; Fu, Hua; Qiao, Renzhong Journal of Organic Chemistry, 2010 , vol. 75, # 10 p. 3311 - 3316

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Citation Number: 66

Abstract

A simple copper-catalyzed direct amination of ortho-functionalized haloarenes (2- halobenzoic acid, 2-halobenzamide, and N-(2-bromophenyl) acetamide derivatives) has been developed with use of NaN3 as the amino source in ethanol, and the corresponding ortho-functionalized aromatic amines were synthesized in good to excellent yields. The protocol undergoes one-pot Ullmann-type coupling of ortho-functionalized haloarenes ...