Skip to main content
Log in

One-pot synthesis of xanthene derivatives catalyzed by Fe(III) tetranitrophthalocyanine immobilized on activated carbon

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Xanthene derivatives were synthesized by a multicomponent one-pot reaction of aromatic aldehydes, β-naphthol, and 5,5-dimethylcyclohexane-1,3-dione or 1,3-cyclohexanedione upon efficient and eco-friendly catalysis of Fe(III) tetranitrophthalocyanine immobilized on activated carbon in ethanol. The method tolerated a variety of functional groups and the process was carried out under mild conditions to give high yield of products (85–91%) in 30 min. The catalyst can be recycled without any loss in catalytic activity.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Wan, Y., Zhang, X.X., and Wu, H., Tetrahedron, 2013, vol. 69, p. 3947.

    Article  CAS  Google Scholar 

  2. Firouzeh N. and Samane S., J. Saudi Chem. Soc., 2014, vol. 5, p. 9.

    Google Scholar 

  3. Schonberg, A. and Sodtke, U., Tetrahedron Lett., 1967, vol. 8, p. 4977.

    Article  Google Scholar 

  4. Nader, G.K. and Farhad, S., Ultrason. Sonochem., 2015, vol. 22, p. 397.

    Article  Google Scholar 

  5. Farhad, S. and Nader G.K., Dyes Pigm., 2012, vol. 95, p. 789.

    Article  Google Scholar 

  6. Ghodsi, M.Z., Negar, L., and Alireza, B., Sci. Iranica, 2013, vol. 20, p. 580.

    Google Scholar 

  7. Dharma Rao, G.B., Kaushik, M.P., and Halve, A.K., Tetrahedron Lett., 2012, vol. 53, p. 2741.

    Article  CAS  Google Scholar 

  8. Li, J.J., Tang, W.Y., Lu, L.M., and Su, W.K., Tetrahedron Lett., 2008, vol. 49, p. 7117.

    Article  CAS  Google Scholar 

  9. Farhad, S., Somayeh, A.D., and Ali M.K., C. R. Chimie, 2013, vol. 16, p. 207.

    Article  Google Scholar 

  10. Adinarayana, M.A., and Mannepalli, L.K., J. Mol. Catal. A, 2014, vol. 386, p. 49.

    Article  Google Scholar 

  11. Sahil, S., Kirti, S., and Kunal, N., Bioorg. Med. Chem. Lett., 2014, vol. 24, p. 495.

    Article  Google Scholar 

  12. Hassankhani, A., Mosaddegh, E., and Ebrahimipour, S.Y., J. Chem., 2012, vol. 9, p. 786.

    CAS  Google Scholar 

  13. Ramin, G.V. and Seyedeh, M.M., Org. Prep. Proc. Int., 2010, vol. 42, p. 494.

    Article  Google Scholar 

  14. Mirjalili, B.F., Bamoniri, A., and Akbari, A., Tetrahedron Lett., 2008, vol. 49, p. 6454.

    Article  CAS  Google Scholar 

  15. Wang, H.J., Ren, X.Q., Zhang, Y.Y., Zhang, Z.H., and Braz. J., Chem. Soc., 2009, vol. 20, p. 1939.

    CAS  Google Scholar 

  16. Mo, L.P. and Chen, H.L., J. Chin. Chem. Soc., 2010, vol. 57, p. 157.

    Article  CAS  Google Scholar 

  17. Khurana, J.M. and Magoo, D., Tetrahedron Lett., 2009, vol. 50, p. 4777.

    Article  CAS  Google Scholar 

  18. Farhad, S., Masoumeh, A., Mohaddeseh, S., Omid, G.J., Mohadeseh S., Nikoo, L., and Solmaz, Z., Royal Soc. Chem., 2014, vol. 4, p. 63526.

    Google Scholar 

  19. Zhang, Z.H., Zhang, P., Peng,Y., Yang, S.H., Wang, H.-J., and Deng, J., J. Chem. Sci., 2010, vol. 122, p. 427.

    Article  CAS  Google Scholar 

  20. Nazeruddin, G.M., Abdulkarim, M.A., and Kadasi, A., Res. J. Pharmac., Biol. Chem. Sci., 2011, vol. 2, p. 71.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to H. Huang.

Additional information

The text was submitted by the authors in English.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Huang, H., Yao, Y., Lin, Q. et al. One-pot synthesis of xanthene derivatives catalyzed by Fe(III) tetranitrophthalocyanine immobilized on activated carbon. Russ J Gen Chem 86, 934–938 (2016). https://doi.org/10.1134/S1070363216040307

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363216040307

Keywords

Navigation