β-aminoketones derivatives synthesize by reusable catalyst of copper coated Fe3O4@Sapogenin
Subject Areas :majid heidarpour 1 , hossein anaraki ardakani 2 , Neda Hasanzadeh 3 , Ayeh Rayatzadeh 4
1 - Department of chemistry, Ahvaz branch, Islamic Azad University, Ahvaz, Iran.
2 - Department of Chemistry, Mahshahr Branch, Islamic Azad University, Mahshahr, Iran
3 - Department of Chemistry, Ahvaz Branch, Islamic Azad University, Ahvaz, Iran
4 - Department of Chemistry, Ahvaz Branch, Islamic Azad University, Ahvaz, Iran
Keywords: green chemistry, three-component reaction . quillaja sapogenin, β-aminoketones: Copper(II) chloride,
Abstract :
In this research, a new magnetic core–shell nanocomposite Fe3O4@Sapogenin/Cu(II) based on quillaja sapogenin was prepared and The structure, magnetic features, and morphology of magnetic nanoparticles (MNPs) Fe3O4@Sapogenin/Cu(II) were studied totally via different experiments, such as energy-dispersive X-ray spectroscopy (EDS), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD), high-resolution transmissionelectron microscopy (HR-TEM), and Brunauer–Emmett–Teller (BET). vibrating sample magnetometer (VSM), scanning electron microscopy (SEM), inductively coupled plasma (ICP). The achievements demonstrated that the proposed agents were beneficial to synthesis the derivatives of β-aminoketone via a one-pot three-component reaction of ketones, aromatic aldehydes, and aromatic amines in ethanol under environmentally friendly conditions . The advantage of this reaction is the high efficiency of the products and the short reaction time. Furthermore, Fe3O4@Sapogenin/Cu(II) nanocatalyst can be easily recovered magnetically and can be reused for other runs without any reduction in the activity, also, with the use of this catalyst, several a novel products were obtained for the first time.
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[1] Lim, C.W.; Lee, I.S.; Nano Today 5, 412-434, 2010.
[2] Ma, C.; Shao, H.; Zhan, S.; Hou, P.; Zhang, X.; Chai, Y.; Liu, H.; Composite Interfaces 26, 537-549, 2019.
[3] Ghanbarnezhad, S.; Nemati, A.; Baghshahi, S.; Mahmoudi, M.; Journal of Applied Research in Chemistry 12(4), 105-112, 2019.
[4] Ghorbani, N.F.; Eskandari, H.R.; Ebrahimi, D.; Journal of Applied Research in Chemistry 12(1), 71-82, 2018.
[5] Hashemi, S.A.; Taheri, A.; Mansouri, K.; Journal of Applied Research in Chemistry 10(4), 59-70, 2017.
[6] Ghorbani, C.A.; Shiri, L.; Tahmasebi, B.; Ghasemi, B.; Saeidipour, E.; Journal of Applied Research in Chemistry 9(4), 31-40, 2016.
[7] Poursaberi, T.; Hasanisadi, M.; Rezapour, M.; Tourkestani, S.K. Journal of Applied Research in Chemistry 6(1), 5-14, 2012.
[8] Aghdam, S.K.-Y.; Moslemizadeh, A.; Madani, M.; Ghasemi, M.; Shahbazi, K.; Moraveji, M.K.; Chemical Engineering Research and Design 147, 570-578, 2019.
[9] Moslemizadeh, A.; Aghdam, S.K.-Y.; Shahbazi, K.; Zendehboudi, S.; Journal of Molecular Liquids 247, 269-280, 2017.
[10] Kazemi, E.; Karimijaberi, Z.; Soltanianfard, M.J.; Journal of Applied Research in Chemistry 9(3), 17-24, 2015.
[11] Hutchinson, I.; Chua, M.-S.; Browne, H.L.; Trapani, V.; Bradshaw, T.D.; Westwell, A.D.; Stevens, M.F.; Journal of medicinal chemistry 44, 1446-1455, 2001.
[12] Dezfoolinezhad, E.; Ghodrati, K.; Badri, R.; New Journal of Chemistry 40, 4575-4587, 2016.
[13] Kakesh, N.; Sayyahi, S.; Badri, R.; Comptes Rendus Chimie 21, 1023-1028, 2018.
[14] Bigdeli, M.A.; Heravi, M.M.; Nemati, F.; Mahdavinia, G.H.; Arkivoc 13, 243-248, 2008.
[15] Saadatjoo, N.; Golshekan, M.; Shariati, S.; Azizi, P.; Nemati, F.; Arabian Journal of Chemistry 10, S735-S741, 2017.
[16] Bigdeli, M.A.; Nemati, F.; Mahdavinia, G.H.; Tetrahedron Letters 48, 6801-6804, 2007.
[17] Khoshnavazi, R.; Bahrami, L.; Havasi, F.; Naseri, E.; RSC Advances 7, 11510-11521, 2017.
[18] Kooti, M.; Kooshki, F.; Nasiri, E.; Sedeh, A.N.; Journal of the Iranian Chemical Society. 15, 943-953, 2018.
[19] El-Gohary, N.; Open Access Library Journal 1, 1-47, 2014.
[20] Mansoori, A.; Eshghi, H.; Lari, J.; Journal of the Chinese Chemical Society 65, 548-553, 2018.
[21] Dong, F.; Jun, L.; Xin-Li, Z.; Zu-Liang, L.; Catalysis letters 116, 76-80, 2007.
[22] Mansoor, S.S.; Aswin, K.; Logaiya, K.; Sudhan, S.P.N.; Journal of Saudi Chemical Society 19, 379-386, 2015.
[23] Zhang, Y.; Han, J.; Liu, Z.-J.; RSC Advances 5, 25485-25488, 2015.
[24] Mousavi, M.R.; Hazeri, N.; Maghsoodlou, M.T.; Salahi, S.; Habibi-Khorassani, S.M.; Chinese Chemical Letters 24, 411-414, 2013.
[25] Emrani, A.; Davoodnia, A.; Tavakoli-Hoseini, N.; Bulletin of the Korean Chemical Society 32, 2385-2390, 2011.
[26] Azizi, N.; Torkiyan, L.; Saidi, M.R.; Organic Letters 8, 2079-2082, 2006.
[27] Khiratkar, A.G.; Balinge, K.R.; Bhansali, K.J.; Bhagat, P.R.; Research on Chemical Intermediates 44, 787-798, 2018.
[28] Iimura, S.; Nobutou, D.; Manabe, K.; Kobayashi, S.; Chemical Communications 14, 1644-1645, 2003.
[29] Wang, M.; Song, Z.-G.; Jiang, H.; Organic Preparations and Procedures International 41, 315-321, 2009.
[30] Khanapure, S.; Jagadale, M.; Kale, D.; Gajare, S.; Rashinkar, G.; Australian Journal of Chemistry 72, 513-523, 2019.
[31] Ningdale, V.B.; Chaudhar, U.N.; Shaikh, K.A.; IOSR J. Appl. Chem. 7, 86-89, 201