Skip to main content
Log in

Vanadium-Substituted Wells-Dawson Heteropolyacid as Catalyst for Liquid Phase Oxidation of 1,4-Dihydropyridine Derivative

  • Published:
Catalysis Letters Aims and scope Submit manuscript

Abstract

H7P2W17VO62.25H2O Wells-Dawson heteropolyacid was prepared, characterized and evaluated as catalyst in a 1,4-dihydropyridine oxidation reaction. The optimal conditions are the following: 1 mmol% of HWDV, a molar ratio 1,4-DHP:H2O2 (1:10) at reflux of acetonitrile. A conversion of 98.6 % is achieved in only 120 min of reaction.

Graphical Abstract

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.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6
Fig. 7
Fig. 8
Fig. 9
Fig. 10
Fig. 11
Fig. 12
Fig. 13
Fig. 14
Fig. 15

Similar content being viewed by others

References

  1. Mizuno N, Misono M (1994) J Mol Catal 86:319

    Article  CAS  Google Scholar 

  2. Weber RS (1994) J Phys Chem 98:2999

    Article  CAS  Google Scholar 

  3. Briand LE, Thomas HJ, Baronetti GT (2000) Appl Catal A 201:191

    Article  CAS  Google Scholar 

  4. Baronetti G, Briand L, Sedran U, Thomas H (1998) Appl Catal A 172:265

    Article  CAS  Google Scholar 

  5. Bennardi DO, Ruiz DM, Romanelli GP, Baronetti GT, Thomas HJ, Autino JC (2008) Lett Org Chem 5:607

    Article  CAS  Google Scholar 

  6. Romanelli GP, Bennardi DO, Ruiz DM, Baronetti GT, Thomas HJ, Autino JC (2004) Tetrahedron Lett 45:8935

    Article  CAS  Google Scholar 

  7. Sathicq A, Romanelli G, Ponzinibbio A, Baronetti G, Thomas HJ (2010) Lett Org Chem 7:511

    Article  CAS  Google Scholar 

  8. Sanchez LM, Sathicq A, Jios JL, Baronetti G, Thomas HJ, Romanelli GP (2011) Tetrahedron Lett 52:4412

    Article  CAS  Google Scholar 

  9. Sanchez LM, Sathicq A, Baronetti G, Thomas HJ, Romanelli GP (2013) Can J Chem 91:137

    Article  CAS  Google Scholar 

  10. Love B, Goodman M, Snader K, Tedechi R, Macko E (1974) J Med Chem 17:956

    Article  Google Scholar 

  11. Bossert F, Meyer H, Wehinger E (1981) Angew Chem Int Ed Engl 20:762

    Article  Google Scholar 

  12. Breitenbucher JG, Figliozz G (2000) Tetrahedron Lett 41:4311

    Article  CAS  Google Scholar 

  13. Briukanov VM (1994) Exp Clin Pharmacology 57:47

    Google Scholar 

  14. Bahekar S, Devanand S (2002) Acta Pharamaceutica (Zagreb) 52(4):281

    CAS  Google Scholar 

  15. Wachter GA, Davis MC (1998) J Med Chem 41:2436

    Article  CAS  Google Scholar 

  16. Gullapalli S, Ramarao P (2002) Neuropharmacology 42:467

    Article  CAS  Google Scholar 

  17. Henry GH (2004) Tetrahedron 60:6043

    Article  CAS  Google Scholar 

  18. Li AH, Moro S, Forsyth N, Melman N, Ji X, Jacobson KA (1999) J Med Chem 42:706

    Article  CAS  Google Scholar 

  19. Bocker RH, Guengerich FP (1986) J Med Chem 29:1596

    Article  CAS  Google Scholar 

  20. Kudo S, Okumura H, Miyamoto G, Ishizaki T (1999) Drug Metab Dispos 27:303

    CAS  Google Scholar 

  21. Vacher B, Bonnaud B, Funes P, Jubault N, Koek W, Assié MB, Cosi C, Kleven M (1999) J Med Chem 42:1648

    Article  CAS  Google Scholar 

  22. Choi WB, Houpis IN, Churchill HRO, Molina A, Lynch JE, Volante RP, Reider PJ, King AO (1995) Tetrahedron Lett 36:4571

    Article  CAS  Google Scholar 

  23. Kozhevnikov VN, Kozhevnikov DN, Nikitina TV, Rusinov VL, Chupakhin ON, Zabel M, König B (2003) J Org Chem 68:2882

    Article  CAS  Google Scholar 

  24. Das Sharma S, Hazarika P, Konwar D (2008) Catal Comm 9:709

    Article  CAS  Google Scholar 

  25. Kumar A, Maurya RA, Sharma S (2009) Bioorg Med Chem Lett 19:4432

    Article  CAS  Google Scholar 

  26. Filipan-Litvic M, Litvic M, Vinkovic V (2008) Bioorg Med Chem 16:9276

    Article  CAS  Google Scholar 

  27. Filipan-Litvic M, Litvic M, Vinkovic V (2008) Tetrahedron 64:5649

    Article  CAS  Google Scholar 

  28. Anniyappan M, Muralidharan D, Perumal P (2002) Tetrahedron 58:5069

    Article  CAS  Google Scholar 

  29. Heravi MM, Derikvand F, Hassan-Pour S, Bakhtiari K, Bamoharram FF, Oskooie HA (2007) Bioorg Med Chem Lett 17:3305

    Article  CAS  Google Scholar 

  30. Sheldon R (1991) ChemTech 9:566

    Google Scholar 

  31. Chavan SP, Kharul RK, Kalkote UR, Shivakumar I (2003) Synthetic Comm 33:1333

    Article  CAS  Google Scholar 

  32. Dermeche L, Salhi N, Hocine S, Thouvenot R, Rabia C (2012) J Mol Catal A 356:29

    Article  CAS  Google Scholar 

  33. Massart R, Contant R, Fruchart JM, Ciabrini JP, Fournier M (1977) Inorg Chem 16:2916

    Article  CAS  Google Scholar 

  34. Tayebee R, Nehzat F, Rezaei-Seresht E, Mohammadi FZ, Rafiee E (2011) J Mol Catal A 351:154

    Article  CAS  Google Scholar 

  35. Tong X, Zhu W, Wu Q, Qian X, Liu Z, Yan W, Gong J (2011) J Alloys Compd 509:7768

    Article  CAS  Google Scholar 

  36. Park DR, Park S, Bang Y, Song IK (2010) Appl Catal A 373:201

    Article  CAS  Google Scholar 

  37. Harmalker S, Leparulo M, Pope M (1983) J Am Chem Soc 105:4286

    Article  CAS  Google Scholar 

  38. Cid R, Pecchi G (1985) Appl Catal 14:15

    Article  CAS  Google Scholar 

  39. Shaabani A, Rezayan AH (2007) Catal Comm 8:1112

    Article  CAS  Google Scholar 

  40. Sharbatdaran M, Foruzin LJ, Farzaneh F, Larijani MM (2013) C R Chimie 16:176

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors thank to CONICET, Agencia Nacional de Promoción Científica y Tecnológica (Argentina), Comisión de Investigaciones Científicas (CIC), and Universidad Nacional de La Plata for financial support. AGS, GPR, GTB and HJT are members of CONICET.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Graciela T. Baronetti.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sanchez, L.M., Sathicq, Á.G., Baronetti, G.T. et al. Vanadium-Substituted Wells-Dawson Heteropolyacid as Catalyst for Liquid Phase Oxidation of 1,4-Dihydropyridine Derivative. Catal Lett 144, 172–180 (2014). https://doi.org/10.1007/s10562-013-1111-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10562-013-1111-6

Keywords

Navigation