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Ring contraction of 1,2,4-triazine derivatives in the synthesis of imidazoles

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Abstract

The review systematizes the data on the reactions of 1,2,4-triazines proceeding with a triazine ring contraction to the imidazole one. Imidazole derivatives are obtained upon treatment of 1,2,4-triazines of different saturation degree with reducing agents, oxidants, acids, as well as with the agents initiating tandem reactions, the last step of which is a triazine ring contraction, for example, nitrosating and aminating agents, organometallic compounds and aromatic aldehydes.

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Authors and Affiliations

  1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky prosp., 119991, Moscow, Russian Federation

    G. A. Gazieva, T. B. Karpova, T. V. Nechaeva & A. N. Kravchenko

  2. NPF Materia Medica Holding Ltd., Build. 1, 47 ul. Trifonovskaya, 129272, Moscow, Russian Federation

    T. B. Karpova

  3. D. I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya pl., 125047, Moscow, Russian Federation

    T. V. Nechaeva

Authors
  1. G. A. Gazieva
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  2. T. B. Karpova
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  3. T. V. Nechaeva
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  4. A. N. Kravchenko
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Correspondence to G. A. Gazieva.

Additional information

Based on the materials of the IV all-Russian Conference on Organic Chemistry and XVIII Youth School-Conference on Organic Chemistry (November 22—27, 2015, Moscow, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2172—2182, September, 2016.

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Gazieva, G.A., Karpova, T.B., Nechaeva, T.V. et al. Ring contraction of 1,2,4-triazine derivatives in the synthesis of imidazoles. Russ Chem Bull 65, 2172–2182 (2016). https://doi.org/10.1007/s11172-016-1565-y

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  • DOI: https://doi.org/10.1007/s11172-016-1565-y

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