Russian Chemical Bulletin

, Volume 54, Issue 11, pp 2590–2593 | Cite as

Reaction of cross-conjugated dienones with phenyl-and 2-pyridylhydrazines

  • N. V. Sviridenkova
  • S. Z. Vatsadze
  • M. A. Manaenkova
  • N. V. Zyk


New pyrazoline derivatives were synthesized by condensation of dienones based on cyclohexanone and N-substituted piperidin-4-ones with phenylhydrazine and 2-pyridylhydrazine. The reaction with phenylhydrazine produces trans isomers.

Key words

condensation dienones arylhydrazines pyrazolines 2-R-3-aryl-7-[(E)-arylmethylene]-3,3a, 4,5,6,7-hexahydro-2H-indazoles 5-R-3-aryl-7-[(E)-arylmethylene]-2-phenyl-3,3a, 4,5,6,7-hexahydro-2H-pyrazolo[4,3-c]-pyridines 


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  1. 1.
    T. Lorand and D. Szabo, Acta Chim. Acad. Sci. Hung., 1977, 93, 51.Google Scholar
  2. 2.
    T. Lorand, D. Szabo, and A. Foldesi, Acta Chim. Acad. Sci. Hung., 1980, 104, 147.Google Scholar
  3. 3.
    H. I. El-Subbagh, S. Abu-Said, and M. A. Mahran, J. Med. Chem., 2000, 43, 2915.CrossRefGoogle Scholar
  4. 4.
    H. A. Albar, M. S. I. Makki, and H. M. Faidallah, J. Chem. Research (S), 1997, 40.Google Scholar
  5. 5.
    T. Lorand, D. Szabo, A. Foldesi, and A. Neszmelyi, Acta Chim. Acad. Sci. Hung., 1982, 110, 31.Google Scholar
  6. 6.
    M. I. All and A.-E. G. Hammam, J. Chem. Eng. Data, 1978, 23, 351.Google Scholar
  7. 7.
    J. Krapcho and C. F. Turk, J. Med. Chem., 1979, 22, 207.CrossRefGoogle Scholar
  8. 8.
    T. Lorand, D. Szabo, and A. Foldesi, Acta Chim. Acad. Sci. Hung, 1982, 111, 305.Google Scholar
  9. 9.
    T. Lorand and D. Szabo, Acta Chim. Acad. Sci. Hung., 1977, 94, 363.Google Scholar
  10. 10.
    G. H. Elgemeie, A. M. E. Attia, and N. M. Fathy, J. Chem. Res. (S), 1997, 112.Google Scholar
  11. 11.
    G. H. Elgemeie, F. A. Abdelaal, and K. Abou, J. Chem. Res. (S), 1991, 128.Google Scholar
  12. 12.
    A. Alberola, J. M. Banez, L. Calvo, M. T. Rodriguez, and M. C. Sanudo, J. Heterocycl. Chem., 1993, 30, 467.Google Scholar
  13. 13.
    J. Deli, T. Lorand, D. Szabo, A. Foldesi, and A. Zschunke, Collect. Czech. Chem. Commun., 1985, 50, 1603.Google Scholar
  14. 14.
    N. R. Rayyes and N. H. Bahtiti, J. Heterocycl. Chem., 1987, 24, 1141.Google Scholar
  15. 15.
    A. A. Khalaf, A. K. El-Shafei, and A. M. El-Sayed, J. Heterocycl. Chem., 1982, 19, 609.Google Scholar
  16. 16.
    A. M. Kaddah, A. M. Khalil, and A. A. Khalaf, Ind. J. Chem., 1986, 25B, 152.Google Scholar
  17. 17.
    G. Oszbach and D. Szabo, Acta Chim. Acad. Sci. Hung., 1975, 86, 449.Google Scholar
  18. 18.
    M. S. Puar, G. C. Rovnyak, A. I. Cohen, and B. Toeplitz, J. Org. Chem., 1979, 44, 2513.CrossRefGoogle Scholar
  19. 19.
    G. C. Rovnyak and V. Shu, J. Org. Chem., 1979, 44, 2519.CrossRefGoogle Scholar
  20. 20.
    Q. Fang and T. Yamamoto, J. Polym. Sci., Part A: Polymer Chemistry, 2004, 42, 2686–2697.Google Scholar
  21. 21.
    P.-Y. Yeh, C.-T. Chen, C.-H. Wang, P.-K. Chang, and S. S. Yang, J. Chin. Chem. Soc. (Taipei), 1957, 4, 8; Chem. Abstr., 1959, 53, 1244.Google Scholar
  22. 22.
    A. E.-F. Hammam, M. E.-H. Mohie, and A. A. Naglaa, Ind. J. Chem., 2001, 40B, 213; Chem. Abstr., 2001, 135, 19602.Google Scholar
  23. 23.
    S. Kitagawa, R. Kitaura, and S. Noro, Angew. Chem., Int. Ed. Engl., 2004, 43, 2334; C. Janiak, Dalton Trans., 2003, 2871.CrossRefGoogle Scholar
  24. 24.
    S. Z. Vatsadze, M. A. Kovalkina, N. V. Sviridenkova, N. V. Zyk, A. V. Churakov, L. G. Kuz’mina, and J. A. K. Howard, Crystal Engineering Communications, 2004, 6, 112.Google Scholar
  25. 25.
    J. R. Dimmock, V. K. Arora, and H. A. Semple, Pharmazie, 1992, 147, 246.Google Scholar
  26. 26.
    A. R. Katritzky, W.-Q. Fan, X.-S. Jiao, and Q.-L. Li, J. Heterocycl. Chem., 1988, 25, 1321.Google Scholar
  27. 27.
    I. M. Gella, Ya. A. Razak, and V. D. Orlov, Vestn. Khar’kovskogo natsional’nogo Univ-ta [Kharkov National Univ. Bull.], 2001, 532, 103 (in Russian).Google Scholar
  28. 28.
    G. Toth, A. Szollosy, T. Lorand, T. Konya, D. Szabo, A. Foldesi, and A. Levai, J. Chem. Soc., Perkin Trans. 2, 1989, 319.Google Scholar
  29. 29.
    A. A. Bugaev, A. G. Golikov, and A. P. Kriven’ko, Khim. Geterotsikl. Soedin., 2005, 986 [Chem. Heterocycl. Compd., 2005, 831 (Engl. Transl.)]; A. G. Golikov, A. A. Bugaev, A. P. Kriven’ko, and S. F. Solodovnikov, Izv. Vuzov, Ser. Khim. i Khim. Tekh. [Proceedings of Universities: Chemistry and Chemical Technology], 2005, 48 (in Russian).Google Scholar

Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • N. V. Sviridenkova
    • 1
  • S. Z. Vatsadze
    • 1
  • M. A. Manaenkova
    • 1
  • N. V. Zyk
    • 1
  1. 1.Department of ChemistryM. V. Lomonosov Moscow State UniversityMoscowRussian Federation

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