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Substituent-controlled chemoselective synthesis of multi-substituted pyridones via a one-pot three-component cascade reaction

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Abstract

An efficient and concise one-pot strategy for the synthesis of multisubstituted pyridones via a one-pot three-component cascade reaction catalyzed by Cs2CO3 under solvent-free conditions has been developed. The substituent-controlled chemoselective cycloaddition process involved steps including a Michael addition/ethanol elimination/intermolecular cyclization sequence utilizing anilines, diethyl acetylenedicarboxylate, and diethyl ethoxymethylenemalonate. In doing so, various 2-pyridone and 4-pyridone species (41 examples) could be obtained in good to excellent yields.

Graphical abstract: Substituent-controlled chemoselective synthesis of multi-substituted pyridones via a one-pot three-component cascade reaction

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Article information


Submitted
14 Nov 2019
Accepted
10 Jan 2020
First published
10 Jan 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Substituent-controlled chemoselective synthesis of multi-substituted pyridones via a one-pot three-component cascade reaction

S. Liu, J. Li, J. Lin, F. Liu, T. Liu and C. Huang, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02456E

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