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Letters in Organic Chemistry

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ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

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Research Article

Synthesis of Chalcone Derivatives by Phthalhydrazide-Functionalized TiO2-Coated Nano-Fe3O4 as a New Heterogeneous Catalyst

Author(s): Forough Motamedi Nia, Mahnaz Farahi*, Bahador Karami and Raziyeh Keshavarz

Volume 18, Issue 5, 2021

Published on: 07 August, 2020

Page: [407 - 414] Pages: 8

DOI: 10.2174/1570178617999200807214103

Price: $65

Abstract

Phthalhydrazide immobilized on TiO2-coated nano Fe3O4 (Fe3O4-P) was synthesized and characterized by FT-IR, XRD, SEM, EDS and VSM analysis. The resulting magnetic nanocatalyst was used as a catalyst for the synthesis of chalcone derivatives which affords the desired products in good to excellent yields. This catalyst can be isolated readily after completion of the reaction by an external magnetite field and reused several times without significant loss of activity.

Keywords: Chalcone, nanocatalyst, Fe3O4 nanoparticles, TiO2, Claisen-Schmidt reaction.

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[1]
Climent, M.J.; Corma, A.; Iborra, S.; Velty, A. J. Catal., 2004, 221, 474-482.
[http://dx.doi.org/10.1016/j.jcat.2003.09.012]
[2]
Climent, M.J.; Garcia, H. Primo. J. Catal. Lett., 1990, 4, 85-91.
[http://dx.doi.org/10.1007/BF00764874]
[3]
Dong, F.; Jian, C.; Zhenghao, F.; Kai, G.; Zuliang, L. Catal. Commun., 2008, 9, 1924-1927.
[http://dx.doi.org/10.1016/j.catcom.2008.03.023]
[4]
Solhy, A.; Tahir, R.; Sebti, S.; Skouta, R.; Bousmina, M.; Zahouily, M.; Larzek, M. Appl. Catal., 2010, 374, 189-193.
[5]
Hsieh, C.T.; Hsieh, T.J.; El-Shazly, M.; Chuang, D.W.; Tsai, Y.H.; Yen, C.T.; Wu, S.F.; Wu, Y.C.; Chang, F.R. Bioorg. Med. Chem. Lett., 2012, 22(12), 3912-3915.
[http://dx.doi.org/10.1016/j.bmcl.2012.04.108] [PMID: 22608392]
[6]
Kumar, S.K.; Hager, E.; Pettit, C.; Gurulingappa, H.; Davidson, N.E.; Khan, S.R. J. Med. Chem., 2003, 46(14), 2813-2815.
[http://dx.doi.org/10.1021/jm030213+] [PMID: 12825923]
[7]
Lawrence, N.J.; Rennison, D.; McGown, A.T.; Ducki, S.; Gul, L.A.; Hadfield, J.A.; Khan, N. J. Comb. Chem., 2001, 3(5), 421-426.
[http://dx.doi.org/10.1021/cc000075z] [PMID: 11549359]
[8]
Bukhari, S.N.A.; Jasamai, M.; Jantan, I. Mini Rev. Med. Chem., 2012, 12(13), 1394-1403.
[PMID: 22876958]
[9]
Saxena, H.O.; Faridi, U.; Kumar, J.K.; Luqman, S.; Darokar, M.P.; Shanker, K.; Chanotiya, C.S.; Gupta, M.M.; Negi, A.S. Steroids, 2007, 72(13), 892-900.
[http://dx.doi.org/10.1016/j.steroids.2007.07.012] [PMID: 17850837]
[10]
Burmaoglu, S.; Yilmaz, A.O.; Polat, M.F.; Kaya, R.; Gulcin, İ.; Algul, O. Bioorg. Chem., 2019, 85, 191-197.
[http://dx.doi.org/10.1016/j.bioorg.2018.12.035] [PMID: 30622011]
[11]
Downey, C.W.; Glist, H.M.; Takashima, A.; Bottum, S.R.; Dixon, G.J. Tetrahedron Lett., 2018, 59, 3080-3083.
[http://dx.doi.org/10.1016/j.tetlet.2018.06.066]
[12]
Mellado, M.; Madrid, A.; Martínez, Ú.; Mella, J.; Salas, C.O. Chem. Pap., 2018, 72, 703-709.
[http://dx.doi.org/10.1007/s11696-017-0316-3]
[13]
Jioui, I.; Dânoun, K.; Solhy, A.; Jouiad, M.; Zahouily, M.; Essaid, B.; Len, C.; Fihri, A. J. Ind. Eng. Chem., 2016, 39, 218-225.
[http://dx.doi.org/10.1016/j.jiec.2016.06.003]
[14]
Sazegr, M.R. RSC Advances, 2016, 6, 11023-11031.
[http://dx.doi.org/10.1039/C5RA23435B]
[15]
Tiecco, M.; Germani, R.; Cardellini, F. RSC Advances, 2016, 6, 43740-43747.
[http://dx.doi.org/10.1039/C6RA04721A]
[16]
Winter, C.; Caetano, J.N.; Araújo, A.B.C.; Chaves, A.R.; Ostroski, I.C.; Vaz, B.G.; Pérez, C.N.; Alonso, C.G. Chem. Eng. J., 2016, 303, 604-610.
[http://dx.doi.org/10.1016/j.cej.2016.06.058]
[17]
Parella, R.; Babu, S.A. Catal. Commun., 2012, 29, 118-121.
[http://dx.doi.org/10.1016/j.catcom.2012.09.030]
[18]
Zeng, T.; Yang, L.; Hudson, R.; Song, G.; Moores, A.R.; Li, C.J. Org. Lett., 2011, 13(3), 442-445.
[http://dx.doi.org/10.1021/ol102759w] [PMID: 21189034]
[19]
Mohammadi, R.; Kassaee, M.Z. J. Mol. Catal. Chem., 2013, 380, 152-158.
[http://dx.doi.org/10.1016/j.molcata.2013.09.027]
[20]
Govan, J.; Gun’ko, Y.K. Nanomaterials (Basel), 2014, 4(2), 222-241.
[http://dx.doi.org/10.3390/nano4020222] [PMID: 28344220]
[21]
Divya, U.C.R.; Rawat, D.S. RSC Advances, 2014, 4, 41323-41330.
[http://dx.doi.org/10.1039/C4RA06803C]
[22]
Zolfigol, M.A.; Moosavi-Zare, A.R.; Moosavi, P.; Khakyzade, V.; Zare, A. C. R. Chim., 2013, 16, 962-966.
[http://dx.doi.org/10.1016/j.crci.2013.05.010]
[23]
Challagulla, S.; Nagarjuna, R.; Ganesan, R.; Roy, S. ACS Sustain. Chem.& Eng., 2016, 4, 974-982.
[http://dx.doi.org/10.1021/acssuschemeng.5b01055]
[24]
Shi, D.; Zhang, Zh.L.; Li, D.C.; Han, Q.; Xing, T.P. Key Eng. Mater., 2012, 512, 187-190.
[http://dx.doi.org/10.4028/www.scientific.net/KEM.512-515.187]
[25]
Zaki, M.I.; Katrib, A.; Muftah, A.I.; Jagadale, T.C.; Ikram, M.; Ogale, S.B. Appl. Catal. A, 2013, 452, 214-221.
[http://dx.doi.org/10.1016/j.apcata.2012.12.003]
[26]
Wang, B.; Li, Q.; Wang, W.; Li, Y. Zhai. J. Appl. Surf. Sci., 2011, 257, 3473-3479.
[http://dx.doi.org/10.1016/j.apsusc.2010.11.050]
[27]
Sun, Z.; Bai, C.; Zheng, S.; Yang, X.; Frost, R.L. Appl. Catal. A, 2013, 458, 103-110.
[http://dx.doi.org/10.1016/j.apcata.2013.03.035]
[28]
Li, Y.; Li, X.; Li, J. Yin. J. Mater. Lett., 2005, 59, 2659-2663.
[http://dx.doi.org/10.1016/j.matlet.2005.03.050]
[29]
Anandan, S.; Yoon, M. J. Photochem. Photobiol. Chem., 2003, 4, 5-18.
[http://dx.doi.org/10.1016/S1389-5567(03)00002-9]
[30]
Farahi, M.; Karami, B.; Keshavarz, R.; Khosravian, F. RSC Advances, 2017, 7, 46644-46650.
[http://dx.doi.org/10.1039/C7RA08253C]
[31]
Mohamadi Tanuraghaj, H.; Farahi, M. RSC Advances, 2018, 8, 27818-27824.
[http://dx.doi.org/10.1039/C8RA05501G]
[32]
Mohamadi Tanuraghaj, H.; Farahi, M. New J. Chem., 2019, 43, 4823-4829.
[http://dx.doi.org/10.1039/C8NJ06415F]
[33]
Mohamadi Tanuraghaj, H.; Farahi, M. Monatsh. Chem., 2019, 150, 1841-1847.
[http://dx.doi.org/10.1007/s00706-019-02471-x]
[34]
Etemad Gholtash, J.; Farahi, M. RSC Advances, 2018, 8, 40962-40967.
[http://dx.doi.org/10.1039/C8RA06886K]
[35]
Khosravian, F.; Karami, B.; Farahi, M. New J. Chem., 2017, 41, 11584-11590.
[http://dx.doi.org/10.1039/C7NJ02390A]
[36]
Farahi, M.; Karami, B.; Rajabi Behesht Abad, Z.; Akrami, S. Lett. Org. Chem., 2017, 14, 612-618.
[http://dx.doi.org/10.2174/1570178614666170621094607]
[37]
Akrami, S.; Karami, B.; Farahi, M. RSC Advances, 2017, 7, 34315-34320.
[http://dx.doi.org/10.1039/C7RA06240K]
[38]
Nemati, F.; Heravi, M.; Elhampour, D. RSC Advances, 2015, 5, 45775-45784.
[http://dx.doi.org/10.1039/C5RA06810J]
[39]
Amoozadeh, A.; Golian, S.; Rahmani, S. RSC Advances, 2015, 5, 45974-45784.
[http://dx.doi.org/10.1039/C5RA06515A]
[40]
Budakoti, A.; Bhat, A.R.; Azam, A. Eur. J. Med. Chem., 2009, 44(3), 1317-1325.
[http://dx.doi.org/10.1016/j.ejmech.2008.02.002] [PMID: 18378360]
[41]
Chalasani, R.; Vasudevan, S. ACS Nano, 2013, 7(5), 4093-4104.
[http://dx.doi.org/10.1021/nn400287k] [PMID: 23600646]
[42]
Zolfigol, M.A.; Ayazi-Nasrabadi, R. RSC Advances, 2016, 6, 69595-69604.
[http://dx.doi.org/10.1039/C6RA11620E]
[43]
Samimi, H.A.; Zahra Shams, Z.; Momeni, A.R.J. Iran. Chem. Soc., 2012, 9, 705-708.
[http://dx.doi.org/10.1007/s13738-012-0094-3]
[44]
Montes-Avila, J.; Díaz-Camacho, S.P.; Sicairos-Félix, J.; Delgado-Vargas, F.; Rivero, I.A. Bioorg. Med. Chem., 2009, 17(18), 6780-6785.
[http://dx.doi.org/10.1016/j.bmc.2009.02.052] [PMID: 19683930]
[45]
Wang, L.; Yang, W.; Zhang, D.C. Acta Crystallogr. Sect. E Struct. Rep. Online, 2005, 61, 02820-02822.
[http://dx.doi.org/10.1107/S1600536805024566]
[46]
Choudhary, A.N.; Juyal, V. Int. J. Pharm. Pharm. Sci., 2011, 3, 125-128.
[47]
Qiu, X.; Li, S.; Shi, A. Adv. Mater., 2012, 518, 255-260.
[48]
Okunrobo, L.O.; Usifoh, C.O.; Uwaya, J.O. Acta Pol. Pharm., 2006, 63(3), 195-199.
[PMID: 20085224]

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