Advertisement

Chemistry of Heterocyclic Compounds

, Volume 36, Issue 12, pp 1409–1420 | Cite as

Torp-Ziegler Cyclization in the Synthesis of 3-Amino-4-cyanopyrrole Derivatives

  • S. A. Ryndina
  • A. V. Kadushkin
  • N. P. Solov'eva
  • V. G. Granik
Article

Abstract

Polyfunctional derivatives of 3-aminopyrrole have been synthesized from several substituted β-enamino nitriles using Torp-Ziegler cyclization. These compounds are starting materials for further conversions, particularly for the synthesis of pyrrolo[3,2-d]- and pyrrolo[3,4-d]pyrimidines.

3-amino-4-cyanopyrrole β-enamino nitriles pyrrolo[3,2-d]pyrimidines pyrrolo[3,4-d]pyrimidines intramolecular cyclization Torp-Ziegler cyclization 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

REFERENCES

  1. 1.
    A. V. Kadushkin, T. V. Golovko, S. G. Kalistratov, A. S. Sokolova, V. A. Chernov, and V. G. Granik, Khim.-farm. Zh., 545 (1987).Google Scholar
  2. 2.
    A. V. Kadushkin, T. V. Stezhko, N. P. Solov'eva, and V. G. Granik, Khim. Geterotsikl. Soedin., 1616 (1987).Google Scholar
  3. 3.
    A. V. Kadushkin, I. N. Nesterova, T. V. Golovko, I. S. Nikolaeva, T. V. Pushkina, A. N. Fomina, A. S. Sokolova, V. A. Chernov, and V. G. Granik, Khim.-farm. Zh., No. 11, 15 (1994).Google Scholar
  4. 4.
    M. V. Mezentseva, A. V. Kadushkin, L. M. Alekseeva, A. S. Sokolova, and V. G. Granik, Khim.-farm. Zh., No. 12, 19 (1991).Google Scholar
  5. 5.
    K. Gewald and U. Hain, DDR Patent 112756; Chem. Abstr., 84, 164600 (1976).Google Scholar
  6. 6.
    K. Gewald, H. Schafer, and E. Schindler, DDR Patent 138976; Chem. Abstr., 93, 71547 (1980).Google Scholar
  7. 7.
    L. V. Ershov, S. S. Kiselev, and V. G. Granik, Khim. Geterotsikl. Soedin., 538 (1984).Google Scholar
  8. 8.
    M. I. Evstratova, S. V. Zelentsov, A. V. Kadushkin, L. I. Budanova, E. F. Kuleshova, G. A. Bogdanova, and V. G. Granik, Khim.-farm. Zh., No. 2, 52 (1995).Google Scholar
  9. 9.
    V. G. Granik, A. V. Kadushkin, and J. Liebscher, Adv. Heterocycl. Chem., 72, 79 (1998).Google Scholar
  10. 10.
    M. I. Lim and R. S. Klein, Tetrahedron Lett., 22, 25 (1981).Google Scholar
  11. 11.
    M. Charton, J. Org. Chem., 28, 3121 (1963).Google Scholar
  12. 12.
    V. G. Granik, Dissertation for Doctor of Chemical Sciences, Moscow (1978).Google Scholar
  13. 13.
    A. V. Kadushkin, I. F. Faermark, G. Ya. Shvarts, and V. G. Granik, Khim.-farm. Zh., No. 11–12, 62 (1992).Google Scholar
  14. 14.
    L. V. Ershov and V. G. Granik, Khim. Geterotsikl. Soedin., 646 (1985).Google Scholar
  15. 15.
    W. J. Middleton, J. Org. Chem., 31, 3731 (1966).Google Scholar

Copyright information

© Plenum Publishing Corporation 2000

Authors and Affiliations

  • S. A. Ryndina
    • 1
  • A. V. Kadushkin
    • 1
  • N. P. Solov'eva
    • 1
  • V. G. Granik
    • 1
  1. 1.Research Institute for Intermediates and DyestuffsState Scientific Center of the Russian FederationMoscowRussia

Personalised recommendations