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Chemistry of Heterocyclic Compounds

, Volume 28, Issue 3, pp 299–303 | Cite as

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

  • V. M. Lyubchanskaya
  • L. S. Sarkisova
  • L. M. Alekseeva
  • V. G. Granik
Article
  • 40 Downloads

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.

Keywords

Acetal Organic Chemistry Amide Piperidine Lactam 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© Plenum Publishing Corporation 1992

Authors and Affiliations

  • V. M. Lyubchanskaya
    • 1
  • L. S. Sarkisova
    • 1
  • L. M. Alekseeva
    • 1
  • V. G. Granik
    • 1
  1. 1.Center for the Chemistry of Medicinal SubstancesS. Ordzhonikidze All-Union Scientific-Research Chemical and Pharmaceutical InstituteMoscow

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