Regio- and Stereo-Selective Intermolecular Hydroamidation of Ynamides: An Approach to ( Z)-Ethene-1,2-Diamides.

Org Lett

Key Laboratory of Chemical Biology of Jiangxi Province, College of Chemistry and Chemical Engineering , Jiangxi Normal University, Nanchang , 330022 Jiangxi , People's Republic of China.

Published: September 2018

An efficient intermolecular trans-selective β-hydroamidation of ynamides to furnish a series of ( Z)-ethene-1,2-diamide derivatives with excellent regio- and stereo-selectivities is described. The trans-β-addition reactions have been illustrated for a wide range of substrates and proceeded under basic reaction conditions using readily available materials in the absence of a transition-metal catalyst. The synthetic approach to these novel ( Z)-ethene-1,2-diamide derivatives paves the way for further exploration of their synthetic application.

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http://dx.doi.org/10.1021/acs.orglett.8b02409DOI Listing

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