Russian Journal of Organic Chemistry

, Volume 42, Issue 2, pp 243–248 | Cite as

Synthesis of liquid-crystalline substances from the 5-alkyl-5-arylisoxazole series

Article

Abstract

The oxidation of 3-(4-acetoxyphenyl)-5-pentyl-2-isoxazoline with N-bromosuccinimide followed by hydrolysis of the oxidation product furnished 3-(4-hydroxyphenyl)-5-pentyl-isoxazole. Its esterification or benzylation afforded the target liquid-crystalline 3-aryl-5-pentyl-isoxazoles.

Keywords

Oxidation Hydrolysis Organic Chemistry Oxidation Product 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Petrov, V.F., Liquid Crystals, 2001, vol. 28, p. 217.Google Scholar
  2. 2.
    Karamysheva, L.A., Torgova, S.I., Agafonova, I.F., and Petrov, V.F., Liquid Crystals., 2000, vol. 27, p. 393.Google Scholar
  3. 3.
    Landolt-Bornstein. New Series, Madelung, O., Ed., vol. IV/7: Liquid Crystals, Berlin: Springer Verlag, 1992.Google Scholar
  4. 4.
    Kovganko, N.N. and Kovganko, V.N., Vestnik Fonda fundamental’nykh issledovanii, 2004, no. 3, p. 36.Google Scholar
  5. 5.
    Kovganko, V.N, Kovganko, N.N., and Bezborodov, V.S., Zh. Org. Khim., 2004, vol. 40, p. 1526.Google Scholar
  6. 6.
    Bezborodov, V.S., Kauhanka, N.N., Lapanik, V.I., and Lee, C.J., Liquid Crystals, 2003, vol. 30, p. 579.CrossRefGoogle Scholar
  7. 7.
    Bezborodov, V.S., Kovganko, N.N., and Lapanik, V.I., Zh. Org. Khim., 2003, vol. 39, p. 1848.Google Scholar
  8. 8.
    Kanemasa, S. and Tsuge, O., Heterocycles, 1990, vol. 30, p. 719.Google Scholar
  9. 9.
    Baraldi, P.G., Barco, A., Benetti, S., and Pollini, G.P., Simoni, D., Synthesis, 1987, p. 857.Google Scholar
  10. 10.
    Bianchi, G. and Grunanger, P., Tetrahedron, 1965, vol. 21, p. 817.CrossRefGoogle Scholar
  11. 11.
    Barco, A., Benetti, S., Pollini, G.P., and Baraldi, P.G., Synthesis, 1977, p. 837.Google Scholar
  12. 12.
    Bezborodov, V.S. and Kovganko, V.N., Zh. Org. Khim., 2004, vol. 40, p. 1344.Google Scholar
  13. 13.
    Kauhanka, U. M. and Kauhanka, M. M., Liquid Crystals, 2004, vol. 31, p. 1547.CrossRefGoogle Scholar
  14. 14.
    Iglesias, R., Serrano, J.L. and Sierra, T., Liquid Crystals, 1997, vol. 22, p. 37.Google Scholar
  15. 15.
    Barbera, J., Gimenez, R., Serrano, J.L., Alcala, R., Villacampa, B., Villalba, J., Ledoux, I., and Zyss, J., Liquid Crystals, 1997, vol. 22, p. 265.Google Scholar
  16. 16.
    Gallardo, H. and Zucco, C., Mol. Cryst. Liq. Cryst., 2002, vol. 373, p. 181.CrossRefGoogle Scholar
  17. 17.
    Brown, D.H. and Styring, P., Liquid Crystals, 2003, vol. 30, p. 23.CrossRefGoogle Scholar
  18. 18.
    Haino, T., Tanaka, M., Ideta, K., Kubo, K., Mori, A., and Fukazawa, Y., Tetrahedron Lett., 2004, vol. 45, p. 2277.Google Scholar
  19. 19.
    Demus, D. and Richter, L., The Texture of Liquid Crystals, Leipzig: VEB Deutcher Verlag fur Grandstoff Industie, 1978, 219p.Google Scholar

Copyright information

© Pleiades Publishing, Inc. 2006

Authors and Affiliations

  1. 1.Sevchenko Institute of Applied Physical ProblemsBelarussian State UniversityMinskBelarus

Personalised recommendations