Abstract
Nano-Fe3O4/TiCl2/cellulose as a new, green, bio-based and recyclable catalyst was synthesized by bonding TiCl4 to hydroxyl groups of nano-cellulose and Fe3O4 nanoparticles. This catalyst was characterized by FT-IR, FESEM, TEM, XRF, BET, VSM, EDX and XRD. As a first report, the catalytic activity of nano-Fe3O4/TiCl2/cellulose was investigated in the synthesis of 2,3-dihydroquinazolin-4(1H)-ones in good to excellent yields under mild conditions.
Graphical abstract
Similar content being viewed by others
References
B. Rác, A. Molnar, P. Forgo, M. Mohai, I. Bertóti, J. Mol. Catal. A-Chem. 244, 46 (2006)
S. Laurent, D. Forge, M. Port, A. Roch, C. Robic, L. Vander Elst, R.N. Muller, Chem. Rev. 108, 2064 (2008)
Y. Shen, J. Tang, Z. Nie, Y. Wang, Y. Ren, L. Zuo, Sep. Purif. Technol. 68, 312 (2009)
B. Sreedhar, A.S. Kumar, P.S. Reddy, Tetrahedron Lett. 51, 1891 (2010)
T. Zeng, W.-W. Chen, C.M. Cirtiu, A. Moores, G. Song, C.-J. Li, Green Chem. 12, 570 (2010)
T. Zeng, G. Song, A. Moores, C.-J. Li, Synlett 2010, 2002 (2010)
R. Abu-Reziq, H. Alper, D. Wang, M.L. Post, J. Am. Chem. Soc. 128, 5279 (2006)
A. Hu, G.T. Yee, W. Lin, J. Am. Chem. Soc. 127, 12486 (2005)
M.B. Gawande, P.S. Branco, R.S. Varma, Chem. Soc. Rev. 42, 3371 (2013)
B. Movassagh, A. Takallou, A. Mobaraki, J. Mol. Catal. A-Chem. 401, 55 (2015)
V. Polshettiwar, B. Baruwati, R.S. Varma, Green Chem. 11, 127 (2009)
S.J. Hoseini, V. Heidari, H. Nasrabadi, J. Mol. Catal. A-Chem. 396, 90 (2015)
M.B. Gawande, Y. Monga, R. Zboril, R. Sharma, Coord. Chem. Rev. 288, 118 (2015)
A. Shaabani, A. Maleki, Appl. Catal. A-Gen. 331, 149 (2007)
G. Chen, B. Fang, Bioresour. Technol. 102, 2635 (2011)
A. Maleki, N. Ghamari, M. Kamalzare, RSC Adv. 4, 9416 (2014)
S. Wu, H. Ma, X. Jia, Y. Zhong, Z. Lei, Tetrahedron 67, 250 (2011)
G. Felix, J. Chromatogr. A 906, 171 (2001)
A. Martinez, S. Manolache, V. Gonzalez, R. Young, F. Denes, J. Biomat, Sci-Polym. E 11, 415 (2000)
F. Löscher, T. Ruckstuhl, S. Seeger, Adv. Mater. 10, 1005 (1998)
B. Volkert, B. Wolf, S. Fischer, N. Li, C. Lou, Macromol. Symp. 280, 130 (2009)
C. Balakumar, P. Lamba, D.P. Kishore, B.L. Narayana, K.V. Rao, K. Rajwinder, A.R. Rao, B. Shireesha, B. Narsaiah, Eur. J. Med. Chem. 45, 4904 (2010)
R. Tiwari, G. Chhabra, Asian J. Chem. 22, 5981 (2010)
Y. Kabri, N. Azas, A. Dumètre, S. Hutter, M. Laget, P. Verhaeghe, A. Gellis, P. Vanelle, Eur. J. Med. Chem. 45, 616 (2010)
M.N. Noolvi, H.M. Patel, V. Bhardwaj, A. Chauhan, Eur. J. Med. Chem. 46, 2327 (2011)
A. Kumar, P. Sharma, P. Kumari, B.L. Kalal, Bioorg. Med. Chem. Lett. 21, 4353 (2011)
V. DhanunjayaRao, B.P. Vykunteswararao, T. Bhaskarkumar, N.R. Jogdand, D. Kalita, J.K.D. Lilakar, V. Siddaiah, P. Douglas Sanasi, A. Raghunadh, Tetrahedron Lett. 56, 4714 (2015)
S.D. Dindulkar, J. Oh, V.M. Arole, Y.T. Jeong, CR Chim. 17, 971 (2014)
V.B. Labade, P.V. Shinde, M.S. Shingare, Tetrahedron Lett. 54, 5778 (2013)
S.B. Bharate, N. Mupparapu, S. Manda, J.B. Bharate, R. Mudududdla, R.R. Yadav, R.A. Vishwakarma, Arkivoc 8, 308 (2012)
A. Rostami, B. Tahmasbi, H. Gholami, H. Taymorian, Chin. Chem. Lett. 24, 211 (2013)
A. Ghorbani-Choghamarani, M. Norouzi, J. Mol. Catal. A-Chem. 395, 172 (2014)
G. Yassaghi, A. Davoodnia, S. Allameh, A. Zare-Bidaki, N. Tavakoli-Hoseini, Bull. Korean Chem. Soc. 33, 2724 (2012)
J. Chen, W. Su, H. Wu, M. Liu, C. Jin, Green Chem. 9, 972 (2007)
A. Davoodnia, S. Allameh, A. Fakhari, N. Tavakoli-Hoseini, Chin. Chem. Lett. 21, 550 (2010)
A. Rostami, A. Tavakoli, Chin. Chem. Lett. 22, 1317 (2011)
R. Ghosh, L. Pradhan, Y.P. Devi, S. Meena, R. Tewari, A. Kumar, S. Sharma, N. Gajbhiye, R. Vatsa, B.N. Pandey, J. Mater. Chem. 21, 13388 (2011)
J. Safari, S. Gandomi-Ravandi, J. Mol. Catal. A-Chem. 390, 1 (2014)
Acknowledgments
The Research Council of Yazd University gratefully acknowledged for the financial support for this work.
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Mirjalili, B.B.F., Bamoniri, A. & Azad, S. Synthesis of 2,3-dihydroquinazolin-4(1H)-ones catalyzed by nano-Fe3O4/TiCl2/cellulose as a bio-based magnetic catalyst. J IRAN CHEM SOC 14, 47–55 (2017). https://doi.org/10.1007/s13738-016-0956-1
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s13738-016-0956-1