Chemistry of Heterocyclic Compounds

, Volume 26, Issue 5, pp 552–556 | Cite as

Reaction of Β-arylacrylyloxiranes with amidines

  • A. M. Zvonok
  • N. M. Kuz'menok


Mixtures of stereoisomers of oxiranylhydroxytetrahydropyrimidines were obtained by cyclocondensation of Β-arylacrylyloxiranes with acetamidines or benzamidines; the 2-aryl derivatives of the products give the corresponding dihydropyrimidines and pyrimidines under base-catalysis conditions. In acetic acid dehydration and oxidation are accompanied by opening of the epoxide ring.


Oxidation Acetic Acetic Acid Organic Chemistry Dehydration 
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.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature Cited

  1. 1.
    S. K. Robev, Khim. Geterotsikl. Soedin., No. 12, 1587 (1981).Google Scholar
  2. 2.
    H. Cho, K. Shima, Y. Ohnaka, A. Mizuno, and Y. Takeuchi, J. Org. Chem. 50, 4227 (1985).Google Scholar
  3. 3.
    H. Cho, M. Ueda, K. Shima, A. Misuno, M. Hayashimatsu, Y. Ohnaka, and Y. Takeuchi, Heterocycles 24, 233 (1986).Google Scholar
  4. 4.
    A. L. Weis and V. P. Mamaev, Khim. Geterotsikl. Soedin., No. 5, 674 (1977).Google Scholar
  5. 5.
    A. L. Weis, V. M. Shirina, and V. P. Mamaeva, Izv. Sibirsk. Otd. Akad. Nauk SSSR, Ser. Khim. Nauk, No. 14, 144 (1975).Google Scholar
  6. 6.
    A. L. Weis, Synthesis, No. 5, 528 (1985).Google Scholar
  7. 7.
    A. L. Weis, Z. Porat, and Z. Luz, J. Am. Chem. Soc. 106, 8021 (1984).Google Scholar

Copyright information

© Plenum Publishing Corporation 1990

Authors and Affiliations

  • A. M. Zvonok
    • 1
  • N. M. Kuz'menok
    • 1
  1. 1.Scientific Research Institute of Physicochemical ProblemsV. I. Lenin Belorussian State UniversityMinsk

Personalised recommendations