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: madwsioc.ac.cn
W. Zhou, M. Fan, J. Yin, Y. Jiang, D. Ma, J. Am. Chem. Soc., 2015, 137, 11942-11945.
DOI: 10.1021/jacs.5b08411 (free Supporting Information)
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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Y. Zhang, X. Yang, Q. Yao, D. Ma, Org. Lett., 2012, 14, 3056-3059.