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Russian Chemical Bulletin

, Volume 68, Issue 5, pp 1014–1019 | Cite as

Rearrangement in the systems ethyl bromopyruvate-1-(cyclohex-1-enyl)piperidine, -pyrrolidine, and -morpholine as an effi cient approach to 4,5,6,7-tetrahydroindoles

  • V. A. MamedovEmail author
  • A. I. Zamaletdinova
  • V. V. Syakaev
  • E. A. Khafizova
  • Sh. K. Latypov
  • O. G. Sinyashin
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Abstract

1-(Cyclohex-1-enyl)piperidine, -pyrrolidine, and -morpholine react with ethyl bromopyruvate in refluxing dioxane to afford the corresponding 4,5,6,7-tetrahydroindole derivatives. Possibility to convert the synthesized compounds into their aromatic counterparts was exemplified by one model compound.

Key words

1-(cyclohex-1-enyl)piperidine 1-(cyclohex-1-enyl)pyrrolidine 1-(cyclohex-1-enyl)morpholine ethyl bromopyruvate rearrangement 4,5,6,7-tetrahydroindoles dehydrogenation ethyl 1-(4-bromobutyl)indole-3-carboxylate 

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Copyright information

© Springer Science+Business Media, Inc. 2019

Authors and Affiliations

  • V. A. Mamedov
    • 1
    • 2
    Email author
  • A. I. Zamaletdinova
    • 1
    • 2
  • V. V. Syakaev
    • 1
  • E. A. Khafizova
    • 1
  • Sh. K. Latypov
    • 1
  • O. G. Sinyashin
    • 1
    • 2
  1. 1.A. E. Arbuzov Institute of Organic and Physical Chemistry, Federal Research Center “Kazan Scientific Center of the Russian Academy of Sciences,”KazanRussian Federation
  2. 2.Kazan National Research Technological UniversityKazanRussian Federation

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