Synthesis of α,β-Unsaturated Amidines through Gold-Catalyzed Intermolecular Reaction of Azides with Ynamides.

J Org Chem

State Key Laboratory of Physical Chemistry of Solid Surfaces & Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China.

Published: September 2017

A concise and flexible synthesis of α,β-unsaturated amidines via gold-catalyzed intermolecular ynamide amination/carbene 1,2-shift between ynamides and benzylic azides has been developed. Under mild reaction conditions, various α,β-unsaturated amidines were obtained in mostly good yields, thus providing an efficient and atom-economic way for the construction of valuable α,β-unsaturated amidines.

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http://dx.doi.org/10.1021/acs.joc.7b01689DOI Listing

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