Advertisement

Russian Chemical Bulletin

, Volume 62, Issue 1, pp 226–234 | Cite as

Science-intensive utilization of environmentally harmful polychlorocarbons. Synthesis of biologically active cyclopentanoids from hexachlorocyclopentadiene

  • G. A. Tolstikov
  • S. A. Ismailov
  • F. A. Gimalova
  • N. A. Ivanova
  • M. S. Miftakhov
Information

Abstract

The review summarizes the research results and application aspects of the original series of trichlorocyclopentenones synthesized from hexachlorocyclopentadiene.

Key words

hexachlorocyclopentadiene 5,5-dimethoxy-1,2,3,4-tetrachlorocyclopentadiene trichlorocyclopentenones nucleophilic substitution cross-conjugated cyclopentendiones bioactive cyclopentanoids. 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    N. S. Zefirov, G. T. Schestakova, M. A. Kirpichenok, Khimiya geksakhlorsiklopentadiena i rodsvennykh soedinenii [Chemistry of Hexachlorocyclopentadiene and Related Compounds], Izd-vo MGU, Moscow, 1985, 212 pp. (in Russian).Google Scholar
  2. 2.
    S. A. Izmailov, Russ. Chem. Rev., 1988, 57, 41.CrossRefGoogle Scholar
  3. 3.
    N. N. Melrnikov, S. D. Volodkovich, L. G. Volrfson, S. S. Kukalenko, Reaktsya dienovogo sinteza s polygaloidditsiklopentadienami [Reaction of Diene Synthesis with Polycyclohalocyclopentadienes] in Reaktsii i metodi issledovaniya organicheskih soedinenii [Reactions and Methods of Investigating Organic Compounds], vol. 2, Goskhimizdat, Moscow, 1962, p. 7 (in Russian).Google Scholar
  4. 4.
    F. A. Khan, B. Prabhudas, J. Dash, J. Prakt. Chem., 2000, 342, 512.CrossRefGoogle Scholar
  5. 5.
    M. Yang, in Current Trends in Organic Synthesis, Ed. H. Nozaki, Pergamon Press, Oxford-New-York-Toronto-Sydney-Paris-Frankfurt, 1983.Google Scholar
  6. 6.
    R. R. Akhmetvaleev, F. A. Akbutina, N. A. Ivanova, M. S. Miftakhov, Russ. Chem. Bull. (Int. Ed.), 2001, 50, 1489 [Izv. Akad. Nauk, Ser. Khim., 2001, 1417].CrossRefGoogle Scholar
  7. 7.
    N. A. Ivanova, K. S. Kislitsina, M. S. Miftakhov, Mendeleev Commun., 2007, 17, 306.CrossRefGoogle Scholar
  8. 8.
    S. A. Ismailov, Dr. Sci. (Chem.) Thesis, Institute of Chemistry of Bashkortostan Scientific Center, the Russian Academy of Sciences, Ufa, 1992 (in Russian).Google Scholar
  9. 9.
    Authorrs sertificate USSR 1822139 (not published).Google Scholar
  10. 10.
    Authorrs sertificate USSR 1796626 (not published).Google Scholar
  11. 11.
    V. A. Yegorov, PhD (Chem.) Thesis, Institute of Organic Chemistry of Ufa Scientific Center, the Russian Academy of Sciences, Ufa, 2008, 127 pp. (in Russian).Google Scholar
  12. 12.
    I. Kitagawa, M. Kobayashi, T. Yasuzawa, B. W. Son, M. Yoshihara, Y. Kyogoku, Tetrahedron, 1985, 41, 995.CrossRefGoogle Scholar
  13. 13.
    Pat. RU 2145166; Buyl. izobr. [Invention Bull.], 2000, No. 4.Google Scholar
  14. 14.
    Pat. RU 2144767; Buyl. izobr. [Invention Bull.], 2000, No. 3.Google Scholar
  15. 15.
    X.-C. Li, D. Ferreira, M. R. Jacob, Q. Zhang, S. I. Khan, H. N. Elsohly, D. G. Nagle, T. J. Smillie, I. K. Khan, L. A. Walker, A. M. Clark, J. Am. Chem. Soc., 2004, 126, 6872.CrossRefGoogle Scholar
  16. 16.
    Y.-C. Chia, J.-B. Wu, Y.-C. Wu, Tetrahedron Lett., 2000, 2199.Google Scholar
  17. 17.
    F. A. Akbutina, S. A. Yumagulova, A. A. Fatykhov, M. S. Miftakhov, Russ. Chem. Bull. (Int. Ed.), 2002, 51, 1068 [Izv. Akad. Nauk, Ser. Khim., 2002, 982].CrossRefGoogle Scholar
  18. 18.
    F. A. Gimalova, E. M. Minnibaeva, M. S. Miftakhov, Russ. J. Org. Chem. (Engl. Transl.), 2007, 43, 1655 [Zh. Org. Khim, 2007, 43, 1651].Google Scholar
  19. 19.
    F. A. Gimalova, Dr. Sci. (Chem.) Thesis, Institute of Organic Chemistry of Ufa Scientific Center, the Russian Academy of Sciences, Ufa, 2007, 281 pp. (in Russian).Google Scholar
  20. 20.
    E. M. Minnibaeva, PhD (Chem.) Thesis, Institute Organic of Chemistry of Ufa Scientific Center, the Russian Academy of Sciences, Ufa, 2008, 105 pp.Google Scholar
  21. 21.
    F. A. Gimalova, O. A. Gavrilov, D. G. Golovanov, V. K. Mavrodiev, M. S. Miftakhov, Mendeleev Commun., 2003, 13, 232.CrossRefGoogle Scholar
  22. 22.
    O. A. Gavrilov, PhD (Chem.) Thesis, Institute of Organic Chemistry of Ufa Scientific Center, the Russian Academy of Sciences, Ufa, 2004, 119 pp. (in Russian).Google Scholar
  23. 23.
    F. A. Gimalova, V. A. Yegorov, N. A. Ivanova, A. A. Fatykhov, M. S. Miftakhov, Russ. Chem. Bull. (Int. Ed.), 2009, 55, 838 [Izv. Akad. Nauk, Ser. Khim., 2009, 821].CrossRefGoogle Scholar
  24. 24.
    C. K. Chu, Y. H. Jin, R. O. Baker, J. Huggins, Bioorg. Med. Chem. Lett., 2003, 13, 9.CrossRefGoogle Scholar
  25. 25.
    F. G. Usmanova, PhD (Chem.) Thesis, Institute of Organic Chemistry of Ufa Scientific Center, the Russian Academy of Sciences, Ufa, 2007, 107 pp. (in Russian).Google Scholar
  26. 26.
    K. S. Kislitsina, PhD (Chem.) Thesis, Institute of Organic Chemistry of Ufa Scientific Center, the Russian Academy of Sciences, Ufa, 2010, 154 pp. (in Russian).Google Scholar

Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • G. A. Tolstikov
    • 1
  • S. A. Ismailov
    • 1
  • F. A. Gimalova
    • 1
  • N. A. Ivanova
    • 1
  • M. S. Miftakhov
    • 1
  1. 1.Institute of Organic ChemistryUfa Scientific Center of the Russian Academy of SciencesOktyabryaUfa, Russian Federation

Personalised recommendations