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Russian Chemical Bulletin

, Volume 67, Issue 11, pp 2049–2053 | Cite as

Diastereoselective multicomponent synthesis of (4RS,6SR)-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates

  • A. N. VereshchaginEmail author
  • K. A. Karpenko
  • T. M. Iliyasov
  • M. N. Elinson
  • E. O. Dorofeeva
  • A. N. Fakhrutdinov
  • M. P. Egorov
Full Articles
  • 9 Downloads

Abstract

Multicomponent reaction of benzylidenemalononitrile, 2-acetyl-3-arylacrylates, and aqueous ammonia in alcohols at room temperature proceeds stereoselectively to give (4RS,6SR)-4,6-diaryl-5,5-dicyano-2-methyl-1,4,5,6-tetrahydropyridine-3-carboxylates in 55–87% yields. In this reaction, ammonia acts as both the catalyst and the source of nitrogen for constructing tetrahydropyridine cycle.

Key words

tetrahydropyridines multicomponent reactions stereoselectivity benzylidenemalononitriles 2-acetyl-3-arylacrylates 

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • A. N. Vereshchagin
    • 1
    Email author
  • K. A. Karpenko
    • 1
  • T. M. Iliyasov
    • 1
  • M. N. Elinson
    • 1
  • E. O. Dorofeeva
    • 1
  • A. N. Fakhrutdinov
    • 1
  • M. P. Egorov
    • 1
  1. 1.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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