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Pseudo-three-component synthesis of substituted 1,2,4-triazolo[1,5-a]pyridines

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Abstract

Heterocyclic 1,2,4-triazoles and their derivatives, such as triazolopyridines, have been used as leading components for the synthesis of numerous heterocyclic compounds; and because of their various biological activities, they have a distinct location in pharmaceutical and medicinal chemistry. In this article, we demonstrate a new way of synthesizing 1,2,4-triazolo[1,5-a]pyridine derivatives, as a one-pot pseudo-three-component reaction, via the reaction of pyridine-2-(1H)-one derivatives and 1,4-cyclohexadione in the adjacency of acetic acid both as solvent and an inexpensive and green catalyst at 50 °C. The desired products were synthesized in good yields, and the chemical structure of the synthesized compounds was recognized using 1H and 13C NMR spectra, FT-IR, melting point, mass spectroscopy, and elementary analysis.

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Acknowledgements

We are grateful to the Research Council of the University of Sistan and Baluchestan for their support of this work.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Sistan and Baluchestan, P.O. Box 98135-674, Zahedan, Iran

    Maryam Shokoohian, Nourallah Hazeri & Malek Taher Maghsoodlou

  2. Faculty of Science, Velayat University, P.O. Box 9911131311, Iranshahr, Iran

    Mojtaba Lashkari

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  1. Maryam Shokoohian
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  2. Nourallah Hazeri
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  3. Malek Taher Maghsoodlou
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  4. Mojtaba Lashkari
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Correspondence to Nourallah Hazeri.

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Shokoohian, M., Hazeri, N., Maghsoodlou, M.T. et al. Pseudo-three-component synthesis of substituted 1,2,4-triazolo[1,5-a]pyridines. Monatsh Chem 151, 93–98 (2020). https://doi.org/10.1007/s00706-019-02522-3

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  • DOI: https://doi.org/10.1007/s00706-019-02522-3

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