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Synfacts 2008(1): 0082-0082  
DOI: 10.1055/s-2007-991435
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

Cu(I)-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles

Contributor(s): Paul Knochel, Tobias Thaler
L. Zhu, P. Guo, G. Li, J. Lan, R. Xie, J. You*
Sichuan University, Chengdu, P. R. of China
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Publication History

Publication Date:
18 December 2007 (online)

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Significance

A novel Ullmann-type N-arylation reaction of nitrogen-containing heterocycles is presented. The reaction tolerates functional groups such as nitro and keto functionalities and even primary amines. The N-arylation reaction takes place in good to excellent yields with both aryl and heteroaryl bromides and, although to a less extent, with aryl chlorides. N-Arylation could be performed with many different nitrogen-containing heterocycles, including the relatively sensitive 1,2,4-triazole.