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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M.A. Zolfigol, M. Tavasoli, A.R. Moosavi-Zare, P. Moosavi, H. G. Kruger, M. Shiri, V. Khakyzadeh, RSC Adv. 3, 25681–25685 (2013)
H. Qiu, S.M. Sarkar, D.H. Lee, M.J. Jin, Green Chem. 10, 37–40 (2008)
C. Yuan, Z. Huang, J. Chen, Catal. Commun. 24, 56–60 (2012)
C. Hardacre, J. Mol. Catal. A Chem. 269, 64–71 (2007)
J. Davarpanah, P. Rezaee, S. Elahi, Res. Chem. Intermed. doi:10.1007/s11164-015-1997-2
J. Davarpanah, A.R. Kiasat, RSC Adv. 5, 7986–7993 (2015)
A.R. Kiasat, J. Davarpanah, J. Mol. Catal. A Chem. 373, 46–54 (2013)
J. Davarpanah, A.R. Kiasat, S. Noorizadeh, M. Ghahremani, J. Mol. Catal. A Chem. 376, 78–89 (2013)
V. Polshettiwar, R.S. Varma, Green Chem. 12, 743–754 (2010)
V. Polshettiwar, R. Luque, A. Fihri, H. Zhu, M. Bouhrara, J.M. Basset, Chem. Rev. 111, 3036–3075 (2011)
J. Davarpanah, A.R. Kiasat, RSC Adv. 4, 4403–4412 (2014)
H. Li, L. Wang, M. Yang, Y. Qi, Catal. Commun. 17, 179–183 (2012)
N. Fattori, C.M. Maroneze, L.P. da Costa, M. Strauss, F.A. Sigoli, I.O. Mazali, Y. Gushikem, Langmuir 28, 10281–10288 (2012)
J.P. Wan, Y. Liu, RSC Adv. 2, 9763–9777 (2012)
S. Sobhani, Z.P. Parizi, N. Razavi, Appl. Catal. A 409, 162–166 (2011)
P. Salehi, M. Dabiri, M.A. Zolfigol, M.A. Bodaghifard, Tetrahedron Lett. 44, 2889–2891 (2003)
Z. Chen, Q. Zhu, W. Su, Tetrahedron Lett. 52, 2601–2604 (2011)
S. Paul, P. Bhattacharyya, A.R. Das, Tetrahedron Lett. 52, 4636–4641 (2011)
A.T. Khan, M. Lal, S. Ali, M.M. Khan, Tetrahedron Lett. 52, 5327–5332 (2011)
A.R. Kiasat, J. Davarpanah, Res. Chem. Intermed. doi:10.1007/s11164-013-1407-6
J. Davarpanah, A.R. Kiasat, Catal. Commun 42, 98–103 (2013)
X. Wang, K.S.K. Lin, J.C.C. Chan, S. Cheng, J. Phys. Chem. B 109, 1763–1769 (2005)
Y. Zhu, H. Li, Q. Zheng, J. Xu, X. Li, Langmuir 28, 7843–7850 (2012)
K. Komura, Y. Mishima, M. Koketsu, Appl. Catal. A 445, 128–132 (2012)
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)
A. Hasaninejad, M. Shekouhy, N. Golzar, A. Zare, M.M. Doroodmand, Appl. Catal. A 402, 11–22 (2011)
M. Saha, A.K. Pal, Adv. Nanopart. 1, 61–70 (2012)
M. Bihani, P.P. Bora, G. Bez, H. Askari, C. R. C R Chim. 16, 419–426 (2013)
A. Rostami, B. Atashkar, H. Gholami, Catal. Commun. 37, 69–74 (2013)
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We gratefully acknowledge the support of this work by Abadan branch of Islamic Azad University.
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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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DOI: https://doi.org/10.1007/s10934-017-0429-7