Advertisement

Chemistry of Heterocyclic Compounds

, Volume 42, Issue 6, pp 741–745 | Cite as

Synthesis of N-aryl-substituted pyrroles via γ-bromodypnone

  • L. M. Potikha
  • V. A. Kovtunenko
Article

Abstract

A series of 1-aryl-2,4-diphenylpyrroles were obtained by the reaction of 4-bromo-1,3-diphenyl-2-buten-1-one (γ-bromodypnone) with substituted anilines in the presence of sodium acetate. In the reaction with di-and trimethylenediamines the corresponding 1,2-and 1,3-di(N-pyrryl)alkanes were obtained.

Keywords

γ-bromodypnone 1,2,4-triarylpyrroles 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    V. O. Kovtunenko, CNS Active Drugs [in Ukrainian], Perun, Kiev, (1997).Google Scholar
  2. 2.
    G. W. H. Cheeseman and B. Tuck, J. Chem. Soc., Chem. Commun., 9, 852 (1966).Google Scholar
  3. 3.
    J. M. Patterson, Synthesis, 281 (1976).Google Scholar
  4. 4.
    R. G. Bass, D. D. Crichton, H. K. Meetz, and A. F. Johnson, Tetrahedron Lett., 2073 (1975).Google Scholar
  5. 5.
    C. G. Dave and R. D. Shah, Heterocycles, 48, 529 (1998).CrossRefGoogle Scholar
  6. 6.
    R. Rodebaugh and N. Cromwell, Tetrahedron Lett., 2859 (1967).Google Scholar
  7. 7.
    A. Padwa, R. Gruber, and D. Pashayan, J. Org. Chem., 23, 454 (1968).CrossRefGoogle Scholar
  8. 8.
    V. Kovtunenko, L. Potikha, and A. Turov, Synth. Commun., 34, 3609 (2004).CrossRefGoogle Scholar
  9. 9.
    F. K. Kirchner and E. J. Alexander, J. Am. Chem. Soc., 81, 1721 (1959).CrossRefGoogle Scholar
  10. 10.
    R. Gordon and R. Ford, The Chemist’s Companion, Wiley-Interscience (1973).Google Scholar
  11. 11.
    R. Faragher and T. L. Gilchrist, J. Chem. Soc., Perkin Trans. 1, 336 (1976).Google Scholar
  12. 12.
    A. R. Katritzky (editor), Physical Methods in the Chemistry of Heterocyclic Compounds [Russian translation], Khimiya, Moscow (1966), Vols. 9 and 10.Google Scholar
  13. 13.
    H. H. Wassermann and N. E. Aubrey, J. Am. Chem. Soc., 75, 96 (1953).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2006

Authors and Affiliations

  • L. M. Potikha
    • 1
  • V. A. Kovtunenko
    • 1
  1. 1.Taras Shevchenko Kiev National UniversityKievUkraine

Personalised recommendations