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Synthesis and characterization of mesoporous silica green catalyst, functionalized with nicotinic acid and its use for synthesis of pyran heterocyclic compounds

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Abstract

A simple and convenient method has been used to prepare an SBA-Nicotinic acid (SBA-Niacin) composite on SBA-15 mesoporous silica as support. The composite was easily prepared by nucleophilic substitution of SBA-propylchloride with nicotinic acid. The structural properties of SBA-Niacin were systematically investigated by Fourier transform infrared spectroscopy, scanning electron microscopy, transmission and scanning electron microscopy, X-ray diffraction spectroscopy, thermal gravimetric analysis and Brunauer Emmett Teller. The catalytic activity of this nanocomposite was successfully tested through the one-pot synthesis of pyran annulated heterocyclic compounds via three-component couplings of aromatic aldehydes, malononitrile and β-diketone (dimedone and 4-hydroxy-6-methyl-2-pyrone) under solvent-free conditions.

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References

  1. M.A. Zolfigol, M. Tavasoli, A.R. Moosavi-Zare, P. Moosavi, H. G. Kruger, M. Shiri, V. Khakyzadeh, RSC Adv. 3, 25681–25685 (2013)

    Article  CAS  Google Scholar 

  2. H. Qiu, S.M. Sarkar, D.H. Lee, M.J. Jin, Green Chem. 10, 37–40 (2008)

    Article  CAS  Google Scholar 

  3. C. Yuan, Z. Huang, J. Chen, Catal. Commun. 24, 56–60 (2012)

    Article  CAS  Google Scholar 

  4. C. Hardacre, J. Mol. Catal. A Chem. 269, 64–71 (2007)

    Article  Google Scholar 

  5. J. Davarpanah, P. Rezaee, S. Elahi, Res. Chem. Intermed. doi:10.1007/s11164-015-1997-2

  6. J. Davarpanah, A.R. Kiasat, RSC Adv. 5, 7986–7993 (2015)

    Article  CAS  Google Scholar 

  7. A.R. Kiasat, J. Davarpanah, J. Mol. Catal. A Chem. 373, 46–54 (2013)

    Article  CAS  Google Scholar 

  8. J. Davarpanah, A.R. Kiasat, S. Noorizadeh, M. Ghahremani, J. Mol. Catal. A Chem. 376, 78–89 (2013)

    Article  CAS  Google Scholar 

  9. V. Polshettiwar, R.S. Varma, Green Chem. 12, 743–754 (2010)

    Article  CAS  Google Scholar 

  10. V. Polshettiwar, R. Luque, A. Fihri, H. Zhu, M. Bouhrara, J.M. Basset, Chem. Rev. 111, 3036–3075 (2011)

    Article  CAS  Google Scholar 

  11. J. Davarpanah, A.R. Kiasat, RSC Adv. 4, 4403–4412 (2014)

    Article  CAS  Google Scholar 

  12. H. Li, L. Wang, M. Yang, Y. Qi, Catal. Commun. 17, 179–183 (2012)

    Article  CAS  Google Scholar 

  13. N. Fattori, C.M. Maroneze, L.P. da Costa, M. Strauss, F.A. Sigoli, I.O. Mazali, Y. Gushikem, Langmuir 28, 10281–10288 (2012)

    Article  CAS  Google Scholar 

  14. J.P. Wan, Y. Liu, RSC Adv. 2, 9763–9777 (2012)

    Article  CAS  Google Scholar 

  15. S. Sobhani, Z.P. Parizi, N. Razavi, Appl. Catal. A 409, 162–166 (2011)

    Article  Google Scholar 

  16. P. Salehi, M. Dabiri, M.A. Zolfigol, M.A. Bodaghifard, Tetrahedron Lett. 44, 2889–2891 (2003)

    Article  CAS  Google Scholar 

  17. Z. Chen, Q. Zhu, W. Su, Tetrahedron Lett. 52, 2601–2604 (2011)

    Article  CAS  Google Scholar 

  18. S. Paul, P. Bhattacharyya, A.R. Das, Tetrahedron Lett. 52, 4636–4641 (2011)

    Article  CAS  Google Scholar 

  19. A.T. Khan, M. Lal, S. Ali, M.M. Khan, Tetrahedron Lett. 52, 5327–5332 (2011)

    Article  CAS  Google Scholar 

  20. A.R. Kiasat, J. Davarpanah, Res. Chem. Intermed. doi:10.1007/s11164-013-1407-6

  21. J. Davarpanah, A.R. Kiasat, Catal. Commun 42, 98–103 (2013)

    Article  CAS  Google Scholar 

  22. X. Wang, K.S.K. Lin, J.C.C. Chan, S. Cheng, J. Phys. Chem. B 109, 1763–1769 (2005)

    Article  CAS  Google Scholar 

  23. Y. Zhu, H. Li, Q. Zheng, J. Xu, X. Li, Langmuir 28, 7843–7850 (2012)

    Article  CAS  Google Scholar 

  24. K. Komura, Y. Mishima, M. Koketsu, Appl. Catal. A 445, 128–132 (2012)

    Article  Google Scholar 

  25. K.S.W. Sing, D.H. Everett, R.A.W. Haul, L. Moscou, R.A. Pierotti, J. Rouquerol, T. Siemieniewska, Pure Appl. Chem. 57, 603–619 (1985)

    Article  CAS  Google Scholar 

  26. A. Hasaninejad, M. Shekouhy, N. Golzar, A. Zare, M.M. Doroodmand, Appl. Catal. A 402, 11–22 (2011)

    Article  CAS  Google Scholar 

  27. M. Saha, A.K. Pal, Adv. Nanopart. 1, 61–70 (2012)

    Article  CAS  Google Scholar 

  28. M. Bihani, P.P. Bora, G. Bez, H. Askari, C. R. C R Chim. 16, 419–426 (2013)

    Article  CAS  Google Scholar 

  29. A. Rostami, B. Atashkar, H. Gholami, Catal. Commun. 37, 69–74 (2013)

    Article  CAS  Google Scholar 

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Acknowledgements

We gratefully acknowledge the support of this work by Abadan branch of Islamic Azad University.

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Correspondence to Somayeh Elahi.

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Davarpanah, J., Elahi, S. & Rezaee, P. Synthesis and characterization of mesoporous silica green catalyst, functionalized with nicotinic acid and its use for synthesis of pyran heterocyclic compounds. J Porous Mater 25, 161–170 (2018). https://doi.org/10.1007/s10934-017-0429-7

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