4.7 Article

Nickel-Catalyzed Regioselective Hydroamination of Ynamides with Secondary Amines

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 4, Pages 3433-3443

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.0c02807

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Funding

  1. National Natural Science Foundation of China [21772027, 21702032]

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This study introduces a novel method for the Ni(OTf)(2)-catalyzed hydroamination of ynamides with secondary amines, demonstrating high yields and excellent regioselectivity. The protocol shows good functional group tolerance for ynamides and a broad substrate scope of secondary aryl amines.
The first Ni(OTf)(2)-catalyzed hydroamination of ynamides 2 was developed by reacting with secondary amines (1 and 4). This protocol features excellent regioselectivity, a broad substrate scope of secondary aryl amines, and good functional group tolerance for ynamides. Using this method, a variety of substituted ethene-1,1-diamine compounds were prepared in moderate to excellent yields with high regioselectivities.

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