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Reactions of α-perfluorophenylpyrylium salts with phenylhydrazine

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Abstract

Reactions of α-perfluorophenylpyrylium salts with phenylhydrazine in ethanol give acyclic phenylhydrazones, which undergo rearrangement into phenacylpyrazolines in boiling ethanol. Transformations of phenylhydrazones in acetic acid yield N-anilinopyridinium perchlorates or pyridoindazolium salts formed by intramolecular cyclization of the latter.

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Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent’eva, 630090, Novosibirsk, Russian Federation

    I. Yu. Kargapolova, K. S. Shmuilovich, T. V. Rybalova, N. A. Orlova & V. V. Shelkovnikov

Authors
  1. I. Yu. Kargapolova
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  2. K. S. Shmuilovich
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  3. T. V. Rybalova
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  4. N. A. Orlova
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  5. V. V. Shelkovnikov
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Corresponding author

Correspondence to N. A. Orlova.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 0723–0730, March, 2014.

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Kargapolova, I.Y., Shmuilovich, K.S., Rybalova, T.V. et al. Reactions of α-perfluorophenylpyrylium salts with phenylhydrazine. Russ Chem Bull 63, 723–730 (2014). https://doi.org/10.1007/s11172-014-0498-6

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  • DOI: https://doi.org/10.1007/s11172-014-0498-6

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