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Interaction of 1,5,6,8-tetrahydropyrazolo[3,4-е][1,4]diazepine-4,7-diones with some electrophilic reagents

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Abstract

1,5,6,8-Tetrahydropyrazolo[3,4-e][1,4]diazepine-4,7-diones undergo acylation with acetic anhydride and carbamoylation with p-toluensulfonyl isocyanate at the atom N5. Interaction with Vilsmeier- Haack reagent occurs at the atom N8, it is followed with the opening of the diazepine cycle and leads to the formation of 2-(1Н-pyrazol-4-yl)-1,3-oxazol-5(4Н)-one derivatives.

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Authors and Affiliations

  1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanskaya ul. 5, Kiev, 02660, Ukraine

    S. V. Kemskii, A. V. Bol’but & M. V. Vovk

  2. R&D Enterprise “Enamin,”, Kiev, Ukraine

    A. V. Bol’but

  3. Institute of Single Crystals, National Academy of Sciences of Ukraine, Kharkiv, Ukraine

    S. V. Shishkina

  4. Kharkiv State University, Kharkiv, Ukraine

    S. V. Shishkina

  5. Ivano-Frankivsk National Medical University, Ivano-Frankivsk, Ukraine

    D. A. Mel’nik

Authors
  1. S. V. Kemskii
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  2. A. V. Bol’but
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  3. S. V. Shishkina
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  4. D. A. Mel’nik
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  5. M. V. Vovk
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Corresponding author

Correspondence to M. V. Vovk.

Additional information

Original Russian Text © S.V. Kemskii, А.V. Bol’but, S.V. Shishkina, D.А. Mel’nik, M.V. Vovk, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 8, pp. 1170–1175.

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Kemskii, S.V., Bol’but, A.V., Shishkina, S.V. et al. Interaction of 1,5,6,8-tetrahydropyrazolo[3,4-е][1,4]diazepine-4,7-diones with some electrophilic reagents. Russ J Org Chem 52, 1162–1167 (2016). https://doi.org/10.1134/S107042801608011X

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  • DOI: https://doi.org/10.1134/S107042801608011X

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