Skip to main content
Log in

Synthesis of new N-heteroaryl derivatives of 4-pyrones from kojic acid based Baylis–Hillman acetates

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

A series of kojic acid benzyl ether derivatives possesing imidazole, benzimidazole, and pyrazole rings were synthesized by SN2'-substitution of these heterocycles using prepared Baylis–Hillman acetates.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Subscribe and save

Springer+ Basic
EUR 32.99 /Month
  • Get 10 units per month
  • Download Article/Chapter or Ebook
  • 1 Unit = 1 Article or 1 Chapter
  • Cancel anytime
Subscribe now

Buy Now

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others


  1. D. Basavaiah, B. S. Reddy, and S. S. Badsara, Chem. Rev., 110, 5447 (2010).

    Article  CAS  Google Scholar 

  2. V. Singh and S. Batra, Tetrahedron, 64, 4511 (2008).

    Article  CAS  Google Scholar 

  3. M. Baidya, G. Y. Remennikov, P. Mayer, and H. Mayr, Chem. Eur. J., 16, 1365 (2010).

    Article  CAS  Google Scholar 

  4. V. Declerck, J. Martinez, and F. Lamaty, Chem. Rev., 109, 1 (2009).

    Article  CAS  Google Scholar 

  5. D. Basavaiah, and K. Aravindu, Org. Lett., 9, 2453 (2007).

    Article  CAS  Google Scholar 

  6. B. Sreedhar, P. S. Reddy, and N. S. Kumar, Tetrahedron Lett., 47, 3055 (2006).

    Article  CAS  Google Scholar 

  7. C. G. Lee, S. Gowrisankar, and J. N. Kim, Bull. Korean Chem. Soc., 26, 481 (2005).

    Article  CAS  Google Scholar 

  8. S. Gowrisankar, M. J. Lee, S. Lee, and J. N. Kim, Bull. Korean Chem. Soc., 25, 1963 (2004).

    Article  CAS  Google Scholar 

  9. S. Kathiravan, E. Ramesh, and R. Raghunathan, Tetrahedron Lett., 50, 2389 (2009).

    Article  CAS  Google Scholar 

  10. V. Singh, S. Hutait, and S. Batra, Eur. J. Org. Chem., 2009, 3454 (2009).

    Article  Google Scholar 

  11. H. S. Lee, S. H. Kim, S. Gowrisankar, and J. N. Kim, Tetrahedron, 64, 7183 (2008).

    Article  CAS  Google Scholar 

  12. G. W. Kabalka, G. Dong, B. Venkataiah, and C. Chen, J. Org. Chem., 70, 9207 (2005).

    Article  CAS  Google Scholar 

  13. J. H. Gong, H. R. Kim, E. K. Ryu, and J. N. Kim, Bull. Korean Chem. Soc., 23, 789 (2002).

    Article  CAS  Google Scholar 

  14. J. Li, X. Wang and Y. Zhang, Tetrahedron Lett., 46, 5233 (2005).

    Article  CAS  Google Scholar 

  15. J. Farard, C. Logé, B. Pfeiffer, B. Lesur, and M. Duflos, Tetrahedron Lett., 50, 5729 (2009).

    Article  CAS  Google Scholar 

  16. T. Kamino, K. Kuramochi, and S. Kobayashi, Tetrahedron Lett., 44, 7349 (2003).

    Article  CAS  Google Scholar 

  17. X. Xiong and M. C. Pirrung, Org. Lett., 10, 1151 (2008).

    Article  CAS  Google Scholar 

  18. B. V. S. Reddy, M. R. Reddy, C. Madan, K. P. Kumar, and M. S. Rao, Bioorg. Med. Chem. Lett., 20, 7507 (2010).

    Article  CAS  Google Scholar 

  19. A. P. D. Rodrigues, A. S. C. Carvalho, A. S. Santos, C. N. Alves, J. L. de Nascimento, and E. O. Silva, Cell. Biol. Int., 35, 335 (2011).

    Article  CAS  Google Scholar 

  20. J. P. Soni, D. J. Sen, and K. M. Modh, J. Appl. Pharm. Sci., 1, 115 (2011).

    Google Scholar 

  21. G. Yaseen and J. Sudhakar, Int. J. Pharm. Biol. Sci., 1, 281 (2010).

    Google Scholar 

  22. L. M. Stanley and J. F. Hartwig, J. Am. Chem. Soc., 131, 8971 (2009).

    Article  CAS  Google Scholar 

  23. A. Figueiras, J. M. G. Sarraguça, R. A. Carvalho, A. A. C. C. Pais, and F. J. B. Veiga, Pharm. Res., 24, 377 (2007).

    Article  CAS  Google Scholar 

  24. J. A. Asensio and P. Gómez-Romero, Fuel Cells, 5, 336 (2005).

    Article  CAS  Google Scholar 

  25. J. Qi, J. Zhu, X. Liu, L. Ding, C. Zhen, G. Han, and J. Lv, Y. Zhou, Bioorg. Med. Chem. Lett., 21, 5822 (2011).

    Article  CAS  Google Scholar 

  26. A. Shahrisa and Z. Ghasemi, Khim. Geterotsikl. Soedin., 37 (2010). [Chem. Heterocycl. Compd., 46, 30 (2010).]

  27. Z. Ghasemi, V. Nazari-Belvirdi, M. Allahvirdinasab, and A. Shahrisa, Heterocycles, 83, 117 (2011).

    Article  CAS  Google Scholar 

  28. M. S. Kabir, O. A. Namjoshi, R. Verma, M. Lorenz, V. V. N. P. B. Tiruveedhula, A. Monte, S. H. Bertz, A. W. Schwabacher, and J. M. Cook, J. Org. Chem., 77, 300 (2012).

    Google Scholar 

  29. B. S. Furniss, A. J. Hannaford, P. W. G. Smith, and A. R. Tatchell, Vogels Textbook of Practical Organic Chemistry, 5th ed., (1989).

Download references

Author information

Authors and Affiliations


Corresponding author

Correspondence to Z. Ghasemi.

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1767-1773, November, 2012.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Ghasemi, Z., Eshtad, M. & Mejarshin, F.P. Synthesis of new N-heteroaryl derivatives of 4-pyrones from kojic acid based Baylis–Hillman acetates. Chem Heterocycl Comp 48, 1652–1658 (2013).

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: