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Acetals of lactams and amides of acids. 72. Investigation of reaction of cyclic β-nitroenamines with p-benzoquinone

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The process of condensation of p-benzoquinone with the secondary cyclic enamines 2-(2-nitromethylene)pyrrolidine, -piperidine, and -hexahydroazepine is very much dependent on the size of the saturated ring in these compounds. With increasing ring size, the content of derivatives of 5-hydroxybenzofuran decreases, and the quantity of derivatives of 5-hydroxyindole increases; with the seven-membered enamine, a substituted 6-hydroxyindole is also formed. For enamines of the pyrrolidine and piperidine series, 1,4-bis-2-(2′-nitromethylene)pyrrolidono- or piperidinohydroquinones are also recovered.

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Authors and Affiliations

  1. Center for the Chemistry of Medicinal Substances, S. Ordzhonikidze All-Union Scientific-Research Chemical and Pharmaceutical Institute, Moscow

    V. M. Lyubchanskaya, L. S. Sarkisova, L. M. Alekseeva & V. G. Granik

Authors
  1. V. M. Lyubchanskaya
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  2. L. S. Sarkisova
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  3. L. M. Alekseeva
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  4. V. G. Granik
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Additional information

For Communication 71, see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 357–362, March, 1992.

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Lyubchanskaya, V.M., Sarkisova, L.S., Alekseeva, L.M. et al. Acetals of lactams and amides of acids. 72. Investigation of reaction of cyclic β-nitroenamines with p-benzoquinone. Chem Heterocycl Compd 28, 299–303 (1992). https://doi.org/10.1007/BF00529373

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  • DOI: https://doi.org/10.1007/BF00529373

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