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Palladium-Catalyzed Monoarylation of Aryl Amine with Aryl Tosylates

Xiaomin Xie*, Gang Ni, Fangfang Ma, Lina Ding, Sheng Xu, Zhaoguo Zhang

*School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240,P. R. of China, Email: xiaominxiesjtu.edu.cn

X. Xie, G. Ni, F. Ma, L. Ding, S. Xu, Z. Zhang, Synlett, 2011, 955-958.

DOI: 10.1055/s-0030-1259728



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Abstract

In the presence of Pd(OAc)2, PhB(OH)2, and a hindered and electron-rich MOP-type ligand, a variety of primary aryl amines reacted with various aryl tosylates to form the corresponding secondary aryl amines in high yields with high selectivity. Furthermore, the catalyst system was also efficient for the arylation of indoles and hydrazones with aryl tosylates.

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Key Words

palladium, ligand, monoarylation, aryl tosylates, aryl amines, Buchwald-Hartwig Coupling


ID: J60-Y2011-0980