Organic Chemistry Portal



Nickel-Catalyzed Regioselective Hydroamination of Ynamides with Secondary Amines

Xiao-Di Nie, Xiao-Li Han, Jian-Ting Sun, Chang-Mei Si*, Bang-Guo Wei* and Guo-Qiang Lin

*School of Pharmacy and Institutes of Biomedical Sciences, Fudan University, 826 Zhangheng Road, Shanghai 201203, China, Email:,

X.-D. Nie, X.-L. Han, J.-T. Sun, C.-M. Si, B.-G. Wei, G.-Q. Lin, J. Org. Chem., 2021, 86, 3433-3443.

DOI: 10.1021/acs.joc.0c02807

see article for more reactions


A Ni(OTf)2-catalyzed hydroamination of ynamides with secondary amines provides substituted ethene-1,1-diamine compounds in good yields with high regioselectivities. This protocol features a broad substrate scope of secondary aryl amines and good functional group tolerance for ynamides.

see article for more examples

proposed mechanism

Key Words

ketene aminals

ID: J42-Y2021