Skip to main content
Log in

Nickel nanoparticles: A highly efficient catalyst for one pot synthesis of tetraketones and biscoumarins

Journal of Chemical Sciences Aims and scope Submit manuscript

Abstract

A novel and practically useful protocol has been designed wherein, polyvinyl pyrrolidone (PVP) stabilized nickel nanoparticles have been used as a catalyst for promoting the synthesis of 2,2′-aryl-methylene bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one), 2,2′-aryl-methylene bis(3-hydroxy-2-cyclohexene-1-one), also known as tetraketones, and biscoumarins via Knoevenagel condensation followed by rapid Michael addition.

A novel and highly efficient PVP stabilized Ni nanoparticle catalysed synthesis of tetraketones and biscoumarins in ethylene glycol at room temperature has been described.

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.

Institutional subscriptions

References

  1. Ren Z, Cao W, Tong W and Jing X 2002 Synth. Commun. 32 1947

    Article  CAS  Google Scholar 

  2. Mahavari G M, Ali S, Riaz N, Afza N, Malik A, Ashraf M, Iqbal L and Lateef M 2008 J. Enzym. Inhib. Med. Ch. 23 62

    Article  Google Scholar 

  3. Poupelin J P, Saint-Rut G, Fussard-Blanpin O, Narcisse G, Vehida Ernouf G and Lakroix R 1978 Eur. J. Med. Chem. 13 67 1367

    Google Scholar 

  4. Ion R M 1997 Progr. Catal. 2 55

    Google Scholar 

  5. Ion R M, Frackowiak D, Planner A and Wiktorowicz K 1998 Acta Biochim. Pol. 45 833

    CAS  Google Scholar 

  6. Manolov I, Moessmer C M, Nicolova I and Danchev N 2006 Arch. Pharm. Chem. Life Sci. 339 319

    Article  CAS  Google Scholar 

  7. Lehmann J 1943 Lancet 241 611

    Article  Google Scholar 

  8. Khan K M, Iqbal S, Lodhi M A, Maharvi G M, Zia-Ullah, Choudhary M I, Rehman A and Perveen S 2004 Bioorg. Med. Chem. 12 1963

    Article  CAS  Google Scholar 

  9. Horning E C and Horning M G 1946 J. Org. Chem. 11 95

    Article  CAS  Google Scholar 

  10. Sadek E and Mohamed M 2004 J. Saudi Chem. Soc. 8 511

    Google Scholar 

  11. Darviche F et al 2007 Synth. Commun. 37 1059

    Article  CAS  Google Scholar 

  12. Ramachary D B and Kishor M 2007 J. Org. Chem. 72 5056

    Article  CAS  Google Scholar 

  13. King F E and Felton D G I 1948 J. Chem. Soc. 1371. doi:10.1039/JR9480001371

  14. Kozlov N G 2006 Russian J. Org. Chem. 42 1668

    Article  CAS  Google Scholar 

  15. Kantevari S, Bantu R and Nagarapu L 2007 J. Mol. Catal. A: Chem. 269 53

    Article  CAS  Google Scholar 

  16. Zhang P, Yu Y D and Zhang Z H 2008 Synth. Commun. 38 4474

    Article  CAS  Google Scholar 

  17. Manolov I, Moessmer C M and Danchev N 2006 Eur. J. Med. Chem. 41 882

    Article  CAS  Google Scholar 

  18. Kidwai M, Bansal V, Mothsra P, Saxena S, Somvanshi R K, Dey S and Singh TP 2007 J. Mol. Catal. A: Chem. 268 76

    Article  CAS  Google Scholar 

  19. Alivisatos A P 1996 Science 271 933

    Article  CAS  Google Scholar 

  20. Majetich S A and Jin Y 1999 Science 284 470

    Article  CAS  Google Scholar 

  21. Yeung L K and Crooks R M 2001 Nano Lett. 1 14

    Article  CAS  Google Scholar 

  22. Alonso F, Riente P and Yus M 2008 Tetrahedron 64 1847

    Article  CAS  Google Scholar 

  23. Alonso F, Riente P and Yus M 2008 Tetrahedron Lett. 49 1939

    Article  CAS  Google Scholar 

  24. Kidwai M, Mishra N K, Bansal V, Kumar A and Mozumdar S 2008 Catal. Commun. 9 612

    Article  CAS  Google Scholar 

  25. Alonso F, Riente P and Yus M 2008 Synlett 1289. doi:10.1055/s-2008-1072748

  26. Alonso F, Riente P and Yus M 2008 Eur. J. Org. Chem. 29 4908

    Article  Google Scholar 

  27. Saxena A, Kumar A and Mozumdar S 2007 J. Mol. Cat. A: Chem. 269 35

    Article  CAS  Google Scholar 

  28. Sapkal S B, Shelke K F, Shingate B B and Shingare M S 2009 Tetrahedron Lett. 50 1754

    Article  CAS  Google Scholar 

  29. Khurana J M and Vij K 2010 Catal. Lett. 138 104

    Article  CAS  Google Scholar 

  30. Khurana J M, Sneha and Vij K 2011 Synth. Commun. doi:10.1080/00397911.2011.563404

  31. Couto G G, Klein J J, Schreiner W H, Mosca D H, Oliveira A J A and Zarbin A J G 2007 J. Colloid. Interf. Sci. 311 461

    Article  CAS  Google Scholar 

  32. Khurana J M and Vij K 2011 Tetrahedron Lett. 52 3666

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to JITENDER M. KHURANA.

Rights and permissions

Reprints and permissions

About this article

Cite this article

KHURANA, J.M., VIJ, K. Nickel nanoparticles: A highly efficient catalyst for one pot synthesis of tetraketones and biscoumarins. J Chem Sci 124, 907–912 (2012). https://doi.org/10.1007/s12039-012-0275-8

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s12039-012-0275-8

Keywords

Navigation