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Russian Journal of Organic Chemistry

, Volume 54, Issue 10, pp 1569–1572 | Cite as

Synthesis of Benzo[4,5]furo[3,2-b]thieno[2,3-d]pyridines —Derivatives of a New Heterocyclic System

  • M. S. Yagodkina-Yakovenko
  • A. V. Bol’but
  • M. V. Vovk
Short Communications
  • 14 Downloads

Abstract

Methyl 2-(bromomethyl)thiophene-3-carboxylates reacted with substituted 2-hydroxybenzonitriles to give methyl 2-[(2-cyanophenoxy)methyl]thiophene-3-carboxylates which underwent tandem cyclization to benzo[4,5]furo[3,2-b]thieno[2,3-d]pyridin-4(5H)-ones.

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References

  1. 1.
    Yamaguchi, S., Uchiuzoh, Y., and Sanada, K., J. Heterocycl. Chem., 1995, vol. 32, p. 419.CrossRefGoogle Scholar
  2. 2.
    Yamaguchi, S., Yoshida, M., Miyajima, I., Araki, T., and Hirai, Y., J. Heterocycl. Chem., 1995, vol. 32, p. 1517.CrossRefGoogle Scholar
  3. 3.
    Jagtap, P.G., Baloglu, E., Southan, G., Williams, W., Roy, A., Nivorozhkin, A., Landrau, N., Desisto, K., Salzman, A.L., and Szabo, C., Org. Lett., 2005, vol. 7, p. 1753.CrossRefGoogle Scholar
  4. 4.
    Kalugin, V.E. and Shestopalov, A.M., Tetrahedron Lett., 2011, vol. 52, p. 1557.CrossRefGoogle Scholar
  5. 5.
    Li, L. and Chua, W.K.S., Tetrahedron Lett., 2011, vol. 52, p. 1574.CrossRefGoogle Scholar
  6. 6.
    Zhang, S., EU Patent Appl. no. EP 2 740 734, 2014.Google Scholar
  7. 7.
    Jagtap, P., Baloglu, E., van Duzen, J.U., Szabo, C., Salzman, A., Roy, A., Williams, W., and Nivorozhkin, A., Int. Patent Appl. Pub. no. WO 2004 078 712 (A2), 2004.Google Scholar
  8. 8.
    Jagtap, P., Williams, W., Nivorozhkin, A., and Szabo, C., US Patent Appl. Pub. no. 2004 0229895, 2004.Google Scholar
  9. 9.
    Szabo, C. and Salzman, A.L., US Patent Appl. Pub. no. 2006 0019980, 2006.Google Scholar
  10. 10.
    Hung, O.R., Shater, S.L., and Pliura, D.H., Int. Patent Appl. Pub. no. WO 2005082369.Google Scholar
  11. 11.
    Nishimoe, Y., Sckafer, P., Nakano, Y., Nagoshima, H., Kawamura, M., Hakata, T., and Shiomi, T., Int. Patent Appl. Pub. no. WO 2017 0781182.Google Scholar
  12. 12.
    Wang, D.-L., Wu, D., Zhao, W., Wang, X.-Y., and Wu, J.-Y., Chin. Chem. Lett., 2015, vol. 26, p. 251.CrossRefGoogle Scholar
  13. 13.
    Frasinyuk, M.S., Gorelov, S.V., Bondarenko, S.P., and Khilya, V.P., Chem. Heterocycl. Compd., 2009, vol. 45, p. 1261.CrossRefGoogle Scholar
  14. 14.
    Khan, I.I., Kulkarni, M.V., Gopal, M., Shahabuddin, M.S., and Sun, C.-M., Bioorg. Med. Chem. Lett., 2005, vol. 15, p. 3584.CrossRefGoogle Scholar
  15. 15.
    Salimbeni, A., Canevotti, R., Paleari, F., Poma, D., Caliari, S., Fici, F., Cirillo, R., Remetti, A.R., Subissi, A., Belvisi, L., Bravi, G., Scolastico, C., and Giochetti, A., J. Med. Chem., 1995, vol. 38, p. 4806.CrossRefGoogle Scholar
  16. 16.
    Cao, X., Xu, Y., Cao, Y., Wang, R., Zhou, R., Chu, W., and Yang, Y., Eur. J. Med. Chem., 2015, vol. 102, p. 471.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2018

Authors and Affiliations

  • M. S. Yagodkina-Yakovenko
    • 1
  • A. V. Bol’but
    • 1
  • M. V. Vovk
    • 1
  1. 1.Institute of Organic ChemistryNational Academy of Sciences of UkraineKievUkraine

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