Skip to main content
SpringerLink
Log in

Ionic liquid promoted an improved synthesis of 3,4-dihydropyrimidinones using [bmim]BF4 immobilized Cu (II) acetylacetonate as recyclable catalytic system

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

An improved method for the synthesis of 3,4-dihydropyrimidinones by one pot cyclocondensation of aldehyde, β-dicarbonyl compound and urea with significant enhancement in reaction rates using room temperature ionic liquid [bmim] BF4 immobilized Cu(acac)2 as recyclable catalytic system is described.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Scheme 1.

Similar content being viewed by others

References

  1. Clark J., Macquarrie D. (2002) Handbook of reen Chemistry & Technology. Blackwell, MA

    Google Scholar 

  2. M. Kochi, Green Reaction Media for Organic Synthesis, Blackwell 2005

  3. T. Wasserscheid, T. Welton, Ionic Liquids in Organic Synthesis; Wiely-VCH, Weinheim, 2003

    Google Scholar 

  4. Welton T. (2004). Coord. Chem. Rev. 248: 2459

    Article  CAS  Google Scholar 

  5. Welton T. (1999). Chem Rev. 99: 2071

    Article  CAS  Google Scholar 

  6. Malhotra S.V., Zhao H. (2002). Ald Chim. Acta. 35: 75

    Google Scholar 

  7. Lin I.J.B., Vasam C.S. (2205). J. Organomet. Chem. 690: 3598

    Google Scholar 

  8. Zhao D., Wu M., Kou Y., Min E. (2002). Catal. Today. 74: 157

    Article  CAS  Google Scholar 

  9. X. Mi, S. Luo, J. He, J.-P. Cheng, Tetrahedron Lett. 45 (2004) 4567, and references cited therein

  10. Kappe C.O. (1993). Tetrahedron 43: 6937

    Article  Google Scholar 

  11. Kappe C.O. (2000). Acc. Chem. Res. 33: 879

    Article  CAS  Google Scholar 

  12. Kappe C.O. (2000). Eur. J. Med. Chem. 35: 1043

    Article  CAS  Google Scholar 

  13. Biginelli P. (1893). Gazz. Chim. Ital. 23: 360

    Google Scholar 

  14. Ch. V. Reddy, Mahesh M., Raju P.V.K., Babu T.R., Reddy V.V.N. (2002). Tetrahedron Lett. 43: 2657

    Article  Google Scholar 

  15. Fu N.Y., Yuan Y.F., Cao Z., Wang S.W., Wang J.T., Peppe C. (2002). Tetrahedron 58: 4801

    Article  CAS  Google Scholar 

  16. K. Ramalinga, P. Vijyalakshmi, T. N. B. Kaimal, Synlett (2001) 863

  17. J. S. Yadav, B. V. S. Reddy, R. Srinivas, C. Venugopal, T. Ramalingam, Synthesis (2001) 1341

  18. J. Lu, Y. Bai, Synthesis (2002) 466

  19. Saxena I., Borah D.C., Sarma J.C. (2005). Tetrahedron Lett. 46: 1159

    Article  CAS  Google Scholar 

  20. Bhosale R.S., Hashmi A.M., Zubaidha P.K., Dongre M.K. (2005). Heterocyclic Comm. 11: 399

    CAS  Google Scholar 

  21. J.S. Yadav, B.V.S. Reddy, P. Sridhar, J.S.S. Reddy, K. Nagaiah, N. Lingaiah, P.S. Saiprasad, Eur. J. Org. Chem. (2004) 552.

  22. C.O. Kappe, D. Kumar, R.S. Verma, Synthesis (1999) 1799.

  23. M. Gohain, D. Prajapati, J.S. Sandhu, Synlett (2004) 235.

  24. Mishar A.K., Agnihotri G., Madhusudan S.K. (2004). Indian J. Chem. 43 B: 2018

    Google Scholar 

  25. Yadav J.S., Reddy B.V.S., Reddy K.B., Raj K.S., Prasad A.R. (2001). J. Chem. Soc, Perkin Trans I 42: 7975

    Google Scholar 

  26. Peng J., Deng Y. (2001). Tetrahedron Lett 42: 5917

    Article  CAS  Google Scholar 

  27. Ma Y., Qian C., Wang L., Yang M. (2000). J. Org. Chem. 65: 3864

    Article  CAS  Google Scholar 

Download references

Acknowledgment

We are thankful to the Director, IIP for his kind permission to publish these results. Suman L. Jain and Jomy Joseph are thankful to CSIR, New Delhi for the award of Research Fellowships.

Author information

Authors and Affiliations

  1. Chemical and Biotechnology Division, Indian Institute of Petroleum, Dehradun, 248005, India

    Suman L. Jain, Jomy K. Joseph & Bir Sain

Authors
  1. Suman L. Jain
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jomy K. Joseph
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Bir Sain
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Bir Sain.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Jain, S.L., Joseph, J.K. & Sain, B. Ionic liquid promoted an improved synthesis of 3,4-dihydropyrimidinones using [bmim]BF4 immobilized Cu (II) acetylacetonate as recyclable catalytic system. Catal Lett 115, 52–55 (2007). https://doi.org/10.1007/s10562-007-9070-4

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-007-9070-4

Keywords

Search

Navigation