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One-pot synthesis of new series of pyranopyridine derivatives using 3-cyano-6-hydroxy-4-methyl-pyridin-2(1H)-one as a novel nucleophile

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Abstract

3-Cyano-6-hydroxy-4-methyl-pyridin-2(1H)-one has been found as a useful synthetic precursor for a variety of pyranopyridine derivatives. We report here the one-pot three-component reactions of this compound with aromatic aldehydes and malononitrile using triethylamine as the catalyst in ethanol under refluxing condition to obtain highly functionalized 2-amino-4-aryl-7,8-dihydro-5-methyl-4H-pyrano[2,3-b]pyridin-7-one-3,6-dicarbonitrile derivatives. High yields, low reaction times, use of non-toxic and inexpensive catalyst, and easy work-up are the main merits of this protocol.

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Acknowledgments

The authors wish to thank the Research Council of Bu-Ali Sina University for financial support to carry out this research.

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Authors and Affiliations

  1. Faculty of Chemistry, Bu-Ali Sina University, 65178, Hamedan, Islamic Republic of Iran

    Davood Azarifar & Maryam Golbaghi

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  1. Davood Azarifar
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  2. Maryam Golbaghi
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Correspondence to Davood Azarifar.

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Azarifar, D., Golbaghi, M. One-pot synthesis of new series of pyranopyridine derivatives using 3-cyano-6-hydroxy-4-methyl-pyridin-2(1H)-one as a novel nucleophile. J IRAN CHEM SOC 12, 1245–1251 (2015). https://doi.org/10.1007/s13738-015-0588-x

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  • DOI: https://doi.org/10.1007/s13738-015-0588-x

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