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A new method for the construction of [1,2,4]triazolo[1,5-a]pyridine system

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Chemistry of Heterocyclic Compounds Aims and scope

Quaternization of 4-amino-4H-1,2,4-triazole with γ-bromodipnones and 5-(bromomethyl)-2,2,6,6-tetramethylhept-4-en-3-one occurred at the N-1 nitrogen atom, with the formation of quaternary salts that were cyclized in the presence of bases into [1,2,4]triazolo[1,5-a]-pyridine derivatives. Quaternary 4-amino-4H-1,2,4-triazolium salts and aromatic 1-amino-1H-[1,2,4]triazolo[1,5-a]pyridinium salts can be deaminated by treatment with nitrous acid, giving 1-substituted 1,2,4-triazoles and the respective [1,2,4]triazolo[1,5-a]pyridines.

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Authors and Affiliations

  1. Kyiv National Taras Shevchenko University, 64 Volodymyrska St., Kyiv, 01033, Ukraine

    Volodymyr A. Kovtunenko, Lyudmila M. Potikha & Taras N. Tarasiuk

  2. Enamine Ltd., 78 Chervonotkatska St., Kyiv, 02660, Ukraine

    Andriy V. Shelepyuk

Authors
  1. Volodymyr A. Kovtunenko
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  2. Lyudmila M. Potikha
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  3. Andriy V. Shelepyuk
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  4. Taras N. Tarasiuk
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Correspondence to Lyudmila M. Potikha.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(4/5), 367–373

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Kovtunenko, V.A., Potikha, L.M., Shelepyuk, A.V. et al. A new method for the construction of [1,2,4]triazolo[1,5-a]pyridine system. Chem Heterocycl Comp 55, 367–373 (2019). https://doi.org/10.1007/s10593-019-02466-w

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  • DOI: https://doi.org/10.1007/s10593-019-02466-w

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