Russian Journal of Organic Chemistry

, Volume 45, Issue 6, pp 921–927 | Cite as

Synthesis of new polyfunctional 5,6,7,8-tetrahydroimidazo-[1,5-c]pyrimidin-5-ones by the aza-Wittig reaction followed by intramolecular cyclization and 1,3-prototropic shift

  • P. S. Lebed’
  • P. O. Kos
  • V. V. Polovinko
  • A. A. Tolmachev
  • M. V. Vovk
Article

Abstract

Ethyl 2-oxo-6-[(triphenyl-λ5-phosphanylidene)aminomethyl]-1,2,3,4-tetrahydropyrimidine-5-carboxylates reacted with organic isocyanates according to the aza-Wittig pattern, and the subsequent intramolecular ring closure and 1,3-H shift resulted in the formation of ethyl 3-alkyl(aryl)amino-5-oxo-5,6,7,8-tetrahydroimidazo[1,5-c]pyrimidine-8-carboxylates.

Keywords

Aminomethyl Pyrimidine Ring Diastereoisomer Mixture Minor Diastereoisomer Phosphanylidene 

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Copyright information

© Pleiades Publishing, Ltd. 2009

Authors and Affiliations

  • P. S. Lebed’
    • 1
  • P. O. Kos
    • 1
  • V. V. Polovinko
    • 2
  • A. A. Tolmachev
    • 2
  • M. V. Vovk
    • 1
  1. 1.Institute of Organic ChemistryNational Academy of Sciences of UkraineKievUkraine
  2. 2.Enamine Ltd.KievUkraine

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