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Multi-component solvent-free cascade reaction of 2-cyanoacetamides: regioselective synthesis of pyridin-2-ones bearing quaternary centers

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Abstract

A novel protocol has been constructed for the synthesis of four types of pyridin-2-ones via solvent-free cascade reactions of 2-cyanoacetamides, various ketones, and acetone via multicomponent reactions to prepare target compounds with good to excellent yields. As a result, functionalized pyridin-2-ones bearing quaternary centers, specifically, spiropyridin-2-ones, were generated by piperidine under solvent-free conditions. Also, a double bond has been introduced into the target compounds through aryl substituted 2-cyanoacetamides under the same conditions. The advantages of this approach include no solvents, simple and practical operation (multi-component one-pot), high yields (up to 95%), and a product with potential biological activity.

Graphical abstract: Multi-component solvent-free cascade reaction of 2-cyanoacetamides: regioselective synthesis of pyridin-2-ones bearing quaternary centers

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Publication details

The article was received on 28 Oct 2019, accepted on 24 Nov 2019 and first published on 25 Nov 2019


Article type: Paper
DOI: 10.1039/C9GC03692J
Green Chem., 2019, Advance Article

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    Multi-component solvent-free cascade reaction of 2-cyanoacetamides: regioselective synthesis of pyridin-2-ones bearing quaternary centers

    L. Kong, R. Huang, H. He, Y. Fan, J. Lin and S. Yan, Green Chem., 2019, Advance Article , DOI: 10.1039/C9GC03692J

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