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Synthesis of biscoumarin derivatives using poly(4-vinylpyridine)-supported dual acidic ionic liquid as a heterogeneous catalyst

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Abstract

A supported dual acidic ionic liquid catalyst was easily prepared from its starting materials (namely poly(4-vinylpyridine) and 1,4-butanesultone) and used as a highly efficient heterogeneous catalytic system for the synthesis of biscoumarin derivatives from the reaction of 4-hydroxycoumarin with aliphatic and aromatic aldehydes. The catalyst can be easily recovered and reused without appreciable change in its efficiency.

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References

  1. Hallett JP, Welton T (2011) Chem Rev 111:3508

    Article  CAS  Google Scholar 

  2. Wilkes JS (2004) J Mol Catal A Chem 214:11

    Article  CAS  Google Scholar 

  3. Liu XM, Liu M, Guo XW, Zhou JX (2008) Catal Commun 9:1

    Article  CAS  Google Scholar 

  4. Wang YY, Gong X, Wang Z, Dai LY (2010) J Mol Catal A Chem 322:7

    Article  CAS  Google Scholar 

  5. Hajipour AR, Ghayeb Y, Sheikhan NS, Ruoho AE (2009) Tetrahedron Lett 50:5649

    Article  CAS  Google Scholar 

  6. Chrobok A, Baj S, Pudło W, Jarzębski A (2009) Appl Catal A Gen 366:22

    Article  CAS  Google Scholar 

  7. Amarasekara AS, Owereh OS (2010) Catal Commun 11:1072

    Article  CAS  Google Scholar 

  8. Kotadia DA, Soni SS (2012) J Mol Catal A Chem 353–354:44

    Article  Google Scholar 

  9. Zang QH, Luo J, Wei Y (2010) Green Chem 12:2246

    Article  Google Scholar 

  10. Hinman J, Hoeksema H, Caron EL, Jackson WG (1956) J Am Chem Soc 78:1072

    Article  CAS  Google Scholar 

  11. Braccio MD, Grossi G, Roma G, Signorello MG, Leoncini G (2004) Eur J Med Chem 39:397

    Article  Google Scholar 

  12. Bhattacharyya SS, Paul S, Mandal SK, Banerjee A, Boujedaini N, Khuda-Bukhsh AR (2009) Eur J Pharmcol 614:128

    Article  CAS  Google Scholar 

  13. Maresca A, Scozzafava A, Supuran CT (2010) Bioorg Med Chem Lett 20:7255

    Article  CAS  Google Scholar 

  14. Vukovic N, Sukdolak S, Solujic S, Niciforovic N (2010) Food Chem 120:1011

    Article  CAS  Google Scholar 

  15. Carta F, Maresca A, Scozzafava A, Supuran CT (2012) Bioorg Med Chem 20:2266

    Article  CAS  Google Scholar 

  16. Okenne R, Thomes RD (1997) Coumarins: biology, application, and modes of action. Wiley, Chichester

    Google Scholar 

  17. Zahradnik M (1992) The production and application of fluorescent brightening agents. Wiley, Chichester

    Google Scholar 

  18. Ranjitha C, Vijayan KK, Praveen VK, Saleesh Kumar NS (2010) Spectrochim Acta A 75:1610

    Article  Google Scholar 

  19. Abramovitch RA, Gear JR (1958) Can J Chem 36:1501

    Article  CAS  Google Scholar 

  20. Yadav JS, Reddy BVS, Basak AK, Visali B, Narsaiah AV, Nagaiah K (2004) Eur J Org Chem 546–551

  21. Zhang XR, Chao W, Chuai YT, Ma Y, Hao R, Zou DC, Wei YG, Wang Y (2006) Org Lett 8:2563

    Article  CAS  Google Scholar 

  22. Khan KM, Iqbal S, Lodhi MA, Maharvi GM, Ullah Z, Choudhary MI, Rahmana AU, Perveen S (2004) Bioorg Med Chem 12:1963

    Article  CAS  Google Scholar 

  23. Khurana JM, Kumar S (2009) Tetrahedron Lett 50:4125

    Article  CAS  Google Scholar 

  24. Kidwai M, Bansal V, Mothsra P, Saxena S, Somvanshi RK, Dey S, Singh TP (2007) J Mol Catal A Chem 268:76

    Article  CAS  Google Scholar 

  25. Mehrabi H, Abusaidi H (2010) J Iran Chem Soc 7:890

    Article  CAS  Google Scholar 

  26. Khurana JM, Kumar S (2010) Monatsh Chem 141:561

    Article  CAS  Google Scholar 

  27. Li W, Wang Y, Wang Z, Dai L, Wang Y (2011) Catal Lett 141:1651

    Article  CAS  Google Scholar 

  28. Parvanak Boroujeni K, Ghasemi P (2013) Catal Commun 37:50

    Article  CAS  Google Scholar 

  29. Kumar A, Gupta MK, Kumar M (2011) Tetrahedron Lett 52:4521

    Article  CAS  Google Scholar 

  30. Padalkar V, Phatangare K, Takale S, Pisal R, Chaskar A (2012) J Saudi Chem Soc. doi:10.1016/j.jscs.2011.12.015

  31. Karimi-Jaberi Z, Nazarifar MR, Pooladian B (2012) Chin Chem Lett 23:781

    Article  CAS  Google Scholar 

  32. Tamami B, Parvanak Boroujeni K (2009) Iran Polym J 18:191

    CAS  Google Scholar 

  33. Parvanak Boroujeni K, Shojaei P (2013) Turk J Chem 37:756

    Article  CAS  Google Scholar 

  34. Anslyn EV, Dougherty DA (2006) Modern physical organic chemistry. University Science Books, California

    Google Scholar 

Download references

Acknowledgments

The author thanks the Research Council of Shahrekord University for partial support of this work.

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Correspondence to Kaveh Parvanak Boroujeni.

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Parvanak Boroujeni, K., Ghasemi, P. & Rafienia, Z. Synthesis of biscoumarin derivatives using poly(4-vinylpyridine)-supported dual acidic ionic liquid as a heterogeneous catalyst. Monatsh Chem 145, 1023–1026 (2014). https://doi.org/10.1007/s00706-014-1156-2

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  • DOI: https://doi.org/10.1007/s00706-014-1156-2

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