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CuI/Oxalic Diamide Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amines

Wei Zhou, Mengyang Fan, Junli Yin, Yongwen Jiang and Dawei Ma*

*State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, China, Email:

W. Zhou, M. Fan, J. Yin, Y. Jiang, D. Ma, J. Am. Chem. Soc., 2015, 137, 11942-11945.

DOI: 10.1021/jacs.5b08411


Bis(N-aryl) substituted oxalamides are effective ligands for promoting CuI-catalyzed aryl amination with less reactive (hetero)aryl chlorides at 120 C with K3PO4 as the base in DMSO to afford a wide range of (hetero)aryl amines in good to excellent yields. Both the electronic nature and the steric property of the aromatic groups of the ligands are important for their efficiency.

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J. Gao, S. Bhunia, K. Wang, L. Gan, S. Xia, D. Ma, Org. Lett., 2017, 19, 2809-2812.

Copper-Catalyzed Diaryl Ether Formation from (Hetero)aryl Halides at Low Catalytic Loadings

Y. Zhai, X. Chen, W. Zhou, M. Fan, Y. Lai, D. Ma, J. Org. Chem., 2017, 82, 4964-4969.

CuI/DMPAO-Catalyzed N-Arylation of Acyclic Secondary Amines

Y. Zhang, X. Yang, Q. Yao, D. Ma, Org. Lett., 2012, 14, 3056-3059.

Key Words

aryl amines, Ullmann coupling

ID: J48-Y2015