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Synfacts 2007(5): 0529-0529
DOI: 10.1055/s-2007-968434
DOI: 10.1055/s-2007-968434
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
A General Protocol for the N-Arylation of Aliphatic Amines
D. Jiang, H. Fu*, Y. Jiang, Y. Zhao
Tsinghua University, Beijing and Tsinghua University, Shenzhen, P. R. of China
Further Information
Publication History
Publication Date:
24 April 2007 (online)
Significance
A general chemoselective approach towards the N-arylation of aliphatic amines is presented. The lower reactivity of electron-rich iodobenzenes can be compensated by warming to 40 °C. The relatively mild conditions allow a high functional group tolerance, including nitro-functionalities. The reaction with tryptophan as nucleophile showed that the aliphatic amino functionality is specifically arylated.