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Chemistry of Heterocyclic Compounds

, Volume 46, Issue 6, pp 675–680 | Cite as

Furyl analogs of α-pyrono[2,3-f]isoflavones with an azole substituent in the α-pyrone nucleus

  • T. V. Shokol
  • O. A. Lozinskii
  • T. M. Tkachuk
  • T. A. Volovnenko
  • V. P. Khilya
Article

The corresponding 9-azolyl-8-imino-4H,8H-pyrano[2,3-f]chromen-4-ones have been synthesized by the condensation of 7-hydroxy-3-(5-methoxycarbonyl-2-methylfuran-3-yl)-8-formylchromones with 2-aza-hetarylacetonitriles. Acid hydrolysis of the products led to the furyl analogs of 9-azolyl-α-pyrono-[2,3-f]isoflavones.

Keywords

2-azolylacetonitriles 9-azolyl-3-(5-methoxycarbonyl-2-methylfuran-3-yl)-4H,8H-pyrano-[2,3-f]chromen-4-ones 8-formyl-7-hydroxychromones α-pyrono[2,3-f]chromones condensation 

References

  1. 1.
    B. S. Joshi and V. N. Kamat, Tetrahedron Lett., 7, 5767 (1966).CrossRefGoogle Scholar
  2. 2.
    B. S. Joshi, V. N. Kamat, and A. K. Saksena, Tetrahedron, 23, 4785 (1967).CrossRefGoogle Scholar
  3. 3.
    F. Asai, M. Iinuma, T. Tanaka, and M. Mizuno, Heterocycles, 33, 229 (1992).CrossRefGoogle Scholar
  4. 4.
    M. Iinuma, T. Tanaka, and F. Asai, Phytochemistry, 36, 941 (1994).CrossRefGoogle Scholar
  5. 5.
    E. Schlittler and U. Spitaler, Tetrahedron Lett., 19, 2911 (1978).CrossRefGoogle Scholar
  6. 6.
    P. J. Houghton, Planta Medica, 53, 264 (1987).CrossRefGoogle Scholar
  7. 7.
    T. R. Kelly and M. H. Kim, J. Org. Chem., 57, 1593 (1992).CrossRefGoogle Scholar
  8. 8.
    M. Vijava Lakshmi and N. V. Subba Rao, Curr. Sci., 42, 19 (1973).Google Scholar
  9. 9.
    K. A. Thakar and N. R. Manjaramkar, Indian J. Chem., 9, 892 (1971).Google Scholar
  10. 10.
    T. V. Shokol, N. V. Gorbulenko, T. M. Tkachuk, and V. P. Khilya, Khim. Geterotsikl. Soedin., 455 (2009). [Chem. Heterocycl. Comp., 45, 370 (2009)].Google Scholar
  11. 11.
    T. V. Shokol, V. A. Turov, V. V. Semenyuchenko, and V. P. Khilya, Khim. Prir. Soedin., 544 (2006).Google Scholar
  12. 12.
    T. V. Shokol, O. A. Lozinskii, A. V. Turov, and V. P. Khilya, Khim. Geterotsikl. Soedin., 1361 (2009). [Chem. Heterocycl. Comp., 45, 1089 (2009)].Google Scholar
  13. 13.
    S. Rangaswami and T. R. Seshadry, Proc. Indian Acad. Sci., 9A, 7 (1939).Google Scholar
  14. 14.
    M. Krishnamurty and T. R. Seshadry, J. Sci. Ind. Res., 14B, 258 (1955).Google Scholar
  15. 15.
    Y. Kawase, T. Sekiba, and K. Fukui, Bull. Chem. Soc. Jpn., 31, 997 (1958).CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2010

Authors and Affiliations

  • T. V. Shokol
    • 1
  • O. A. Lozinskii
    • 1
  • T. M. Tkachuk
    • 1
  • T. A. Volovnenko
    • 1
  • V. P. Khilya
    • 1
  1. 1.Taras Shevchenko Kiev National UniversityKievUkraine

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