150
Views
0
CrossRef citations to date
0
Altmetric
Research Articles

Fabrication and Characterization of a Novel and Efficient Zinc Nanomagnetic Catalyst for Multicomponent Synthesis of Heterocycles

, , , &
Pages 5591-5606 | Received 19 May 2022, Accepted 18 Jul 2022, Published online: 02 Aug 2022

References

  • Z. Varzi, and A. Maleki, “Design and Preparation of ZnS‐ZnFe2O4: A Green and Efficient Hybrid Nanocatalyst for the Multicomponent Synthesis of 2,4,5‐Triaryl‐1 H‐Imidazoles,” Applied Organometallic Chemistry 33 (2019): e5008. https://doi.org/10.1002/aoc.5008
  • D. Chakraborty, P. Malik, and V.K. Goda, “A New Methodology for the Oxidation of Sulfides with Fe(III) Catalysts,” Applied Organometallic Chemistry 26, no. 1 (2012): 21–6. https://doi.org/10.1002/aoc.1859
  • D.K. Jambhulkar, R.P. Ugwekar, B.A. Bhanvase, and D.P. Barai, “A Review on Solid Base Heterogeneous Catalysts: Preparation, Characterization and Applications,” Chemical Engineering Communications. 209, no. 4 (2022): 433–84. https://doi.org/10.1080/00986445.2020.1864623
  • S.B. Kalidindi, and B.R. Jagirdar, “Nanocatalysis and Prospects of Green Chemistry,” Chemsuschem. 5, no. 1 (2012): 65–75. https://doi.org/10.1002/cssc.201100377
  • Mengbiao Duan, Longbo Jiang, Guangming Zeng, Dongbo Wang, Wangwang Tang, Jie Liang, Han Wang, Di He, Zhifeng Liu, Lin Tang, et al., “Bimetallic Nanoparticles/Metal-Organic Frameworks: Synthesis, Applications and Challenges,” Applied Materials Today. 19 (2020): 100564. https://doi.org/10.1016/j.apmt.2020.100564
  • Suhelen Vásquez-Céspedes, Rick C. Betori, Megan A. Cismesia, Janelle K. Kirsch, and Qiang Yang, “Heterogeneous Catalysis for Cross-Coupling Reactions: An Underutilized Powerful and Sustainable Tool in the Fine Chemical Industry?,” Organic Process Research & Development 25, no. 4 (2021): 740–53. https://doi.org/10.1021/acs.oprd.1c00041
  • Qishun Liu, Yufen Lu, Pengli Bao, Huilan Yue, and Wei Wei, “Recent Progress in the Synthesis of N-Substituted-1,2,3-Triazoles,” Chinese Journal of Organic Chemistry 40, no. 12 (2020): 4015–30. https://doi.org/10.6023/cjoc202008042
  • Xinghui Yao, Xin Weng, Kaixuan Wang, Haifeng Xiang, and Xiangge Zhou, “Transition Metal Free Oxygenation of 8-Aminoquinoline Amides in Water,” Green Chemistry 20, no. 11 (2018): 2472–6. https://doi.org/10.1039/c8gc00191j
  • Mohammadreza Shokouhimehr, Kootak Hong, Tae Hyung Lee, Cheon Woo Moon, Seung Pyo Hong, Kaiqiang Zhang, Jun Min Suh, Kyoung Soon Choi, Rajender S. Varma, Ho Won Jang, et al., “Magnetically Retrievable Nanocomposite Adorned with Pd Nanocatalysts: Efficient Reduction of Nitroaromatics in Aqueous Media,” Green Chemistry 20, no. 16 (2018): 3809–17. https://doi.org/10.1039/c8gc01240g
  • M. Aqeel Ashraf, Z. Liu, Y. Yang, C. Li, and D. Zhang, “Magnetic Nanomaterials Catalyzed Synthesis of Tetrazoles,” Synthetic Communications. 0 (2020): 1–18. https://doi.org/10.1080/00397911.2020.1783685
  • J. Bai, D. Liu, J. Yang, and Y. Chen, “Nanocatalysts for Electrocatalytic Oxidation of Ethanol,” Chemsuschem. 12, no. 10 (2019): 2117–32. https://doi.org/10.1002/cssc.201803063
  • M.A. Zolfigol, M. Yarie, and S. Baghery, “[4,4′-Bipyridine]-1,1′-Diium Tricyanomethanide as a Nanostructured Molten Salt and Its Catalytic Application in the Synthesis of Tetrahydrobenzo[b]Pyrans, Amido and Aminoalkyl Naphthol Derivatives,” Journal of Molecular Liquids. 222 (2016): 923–32. https://doi.org/10.1016/j.molliq.2016.07.132
  • Ardeshir Khazaei, Fatemeh Gholami, Vahid Khakyzadeh, Ahmad Reza Moosavi-Zare, and Javad Afsar, “Magnetic Core–Shell Titanium Dioxide Nanoparticles as an Efficient Catalyst for Domino Knoevenagel–Michael-Cyclocondensation Reaction of Malononitrile, Various Aldehydes and Dimedone,” RSC Advances 5, no. 19 (2015): 14305–10. https://doi.org/10.1039/C4RA16300A
  • P. Beigzadeh, and F. Moeinpour, “Fast and Efficient Removal of Silver (I) from Aqueous Solutions Using Aloe Vera Shell Ash Supported Ni0.5Zn0.5Fe2O4 Magnetic Nanoparticles,” Transactions of the Nonferrous Metals Society of China. 26, no. 8 (2016): 2238–46. https://doi.org/10.1016/S1003-6326(16)64341-8
  • Altafhusen Naikwade, Megha Jagadale, Dolly Kale, Shivanand Gajare, and Gajanan Rashinkar, “Magnetic Nanoparticle Decorated N-Heterocyclic Carbene–Nickel Complex with Pendant Ferrocenyl Group for C–H Arylation of Benzoxazole,” Catalysis Letters 148, no. 10 (2018): 3178–92. https://doi.org/10.1007/s10562-018-2514-1
  • L. Shiri, and M. Kazemi, “Magnetic Fe3O4 Nanoparticles Supported Amine: A New, Sustainable and Environmentally Benign Catalyst for Condensation Reactions,” Research on Chemical Intermediates 43, no. 8 (2017): 4813–32.
  • Rui Liu, Yunlong Guo, Gloria Odusote, Fengli Qu, and Rodney D. Priestley, “Core-Shell Fe3O4 Polydopamine Nanoparticles Serve Multipurpose as Drug Carrier, Catalyst Support and Carbon Adsorbent,” ACS Applied Materials & Interfaces 5, no. 18 (2013): 9167–71. https://doi.org/10.1021/am402585y
  • S.-M. Zhou, G.-Z. Wang, H.-F. Chen, L. Feng, and D.-D. Wang, “Research Progress on Heterogeneous Persulfate-Based Catalytic Materials,” Xiandai Huagong/Modern Chemical Industry 40 (2020): 20–5. https://doi.org/10.16606/j.cnki.issn0253-4320.2020.10.005
  • Dongqi Tian, Hongyu Zhou, Heng Zhang, Peng Zhou, Junjie You, Gang Yao, Zhicheng Pan, Yang Liu, and Bo Lai, “Heterogeneous Photocatalyst-Driven Persulfate Activation Process under Visible Light Irradiation: From Basic Catalyst Design Principles to Novel Enhancement Strategies,” Chemical Engineering Journal and the Biochemical Engineering Journal. 428 (2022): 131166. https://doi.org/10.1016/j.cej.2021.131166
  • A. Gopinath, L. Pisharody, A. Popat, and P.V. Nidheesh, “Supported Catalysts for Heterogeneous electro-Fenton Processes: Recent Trends and Future Directions,” Current Opinion in Solid State and Materials Science. 26, no. 2 (2022): 100981. https://doi.org/10.1016/j.cossms.2022.100981
  • D. Dutta, and B.M. Das, “Scope of Green Nanotechnology towards Amalgamation of Green Chemistry for Cleaner Environment: A Review on Synthesis and Applications of Green Nanoparticles,” Environ Nanotechnology, Monit Manag 15 (2021): 100418. https://doi.org/10.1016/j.enmm.2020.100418
  • Farid Moeinpour, Nadieh Dorostkar-Ahmadi, Arezoo Sardashti-Birjandi, Amir Khojastehnezhad, and Majid Vafaei, “Multicomponent Preparation of 1-Amidoalkyl-2-Naphthols Using Silica-Supported Molybdenum Oxide (MoO3/SiO2) as a Mild and Recyclable Catalyst,” Research on Chemical Intermediates 40, no. 8 (2014): 3145–52. https://doi.org/10.1007/s11164-013-1160-x
  • F. Moeinpour, and A. Khojastehnezhad, “An Efficient One-Pot Synthesis of 1,8-Dioxodecahydroacridines Using Silica-Supported Polyphosphoric Acid (PPA-SiO2) under Solvent-Free Conditions,” E-Journal of Chemistry 9, no. 2 (2012): 504–9. https://doi.org/10.1155/2012/214231
  • H. Alinezhad, M. Tajbakhsh, B. Maleki, and F. Pourshaban Oushibi, “Acidic Ionic Liquid [H-NP]HSO4 Promoted One-Pot Synthesis of Dihydro-1H-Indeno[1,2-b]Pyridines and Polysubstituted Imidazoles,” Polycyclic Aromatic Compounds 40, no. 5 (2020): 1485–500. https://doi.org/10.1080/10406638.2018.1557707
  • A. Jamshidi, F. Mohammadi Zonoz, and B. Maleki, “Synthesis and Characterization of a New Nano Ionic Liquid Based on Dawson-Type Polyoxometalate and Its Application in the Synthesis of Symmetrical N,N′-Alkylidene Bisamides,” Polycyclic Aromatic Compounds 40, no. 3 (2020): 875–88. https://doi.org/10.1080/10406638.2018.1504094
  • Mohammad Rahimizadeh, Seyed Mohammad Seyedi, Mohsen Abbasi, Hossein Eshghi, Amir Khojastehnezhad, Farid Moeinpour, and Mehdi Bakavoli, “Nanomagnetically Modified Ferric Hydrogen Sulfate (NiFe2O4@SiO2-FHS): a Reusable Green Catalyst for the Synthesis of Highly Functionalized Piperidine Derivatives,” Journal of the Iranian Chemical Society 12, no. 5 (2015): 839–44. https://doi.org/10.1007/s13738-014-0546-z
  • S. Allameh, A. Davoodnia, and A. Khojastehnezhad, “An Efficient and Eco-Friendly Synthesis of 14-Aryl-14H-Dibenzo[a,j]Xanthenes Using H4[SiW12O40] as a Heterogeneous and Reusable Catalyst under Solvent-Free Conditions,” Chinese Chemical Letters 23, no. 1 (2012): 17–20. https://doi.org/10.1016/j.cclet.2011.10.003
  • Behrooz Maleki, Razieh Nejat, Heshmatollah Alinezhad, Seyed Mohsen Mousavi, Behnam Mahdavi, and Maryam Delavari, “Nanostructural Cu-Doped ZnO Hollow Spheres as an Economical and Recyclable Catalyst in the Synthesis of 1 H-Pyrazolo[1,2-b] Phthalazine-5,10-Diones and Pyrazolo[1,2-a] [1,2,4]Triazole-1,3-Diones,” Organic Preparations and Procedures International 52, no. 4 (2020): 328–39. https://doi.org/10.1080/00304948.2020.1765655
  • B. Maleki, H. Atharifar, O. Reiser, and R. Sabbaghzadeh, “Glutathione-Coated Magnetic Nanoparticles for One-Pot Synthesis of 1,4-Dihydropyridine Derivatives,” Polycyclic Aromatic Compounds 41, no. 4 (2021): 721–34. https://doi.org/10.1080/10406638.2019.1614639
  • H. Mohammad Zaheri, S. Javanshir, B. Hemmati, Z. Dolatkhah, and M. Fardpour, Magnetic Core-Shell Carrageenan Moss/Fe3O4: A Polysaccharide-Based Metallic Nanoparticles for Synthesis of Pyrimidinone Derivatives via Biginelli Reaction. Chemistry Central Journal 12 (2018):108. https://doi.org/10.1186/s13065-018-0477-3
  • Wenlong Wang, Lifeng Cui, Peng Sun, Lijun Shi, Chengtao Yue, and Fuwei Li, “Reusable N-Heterocyclic Carbene Complex Catalysts and beyond: A Perspective on Recycling Strategies,” Chemical Reviews 118, no. 19 (2018): 9843–929. https://doi.org/10.1021/acs.chemrev.8b00057
  • A.M. Salaheldin, A.M.F. Oliveira-Campos, and L.M. Rodrigues, “Heterocyclic Synthesis with Nitriles: Synthesis of Pyrazolopyrimidine and Pyrazolopyridine Derivatives,” Synthetic Communications. 39, no. 7 (2009): 1186–95. https://doi.org/10.1080/00397910802517814
  • Z. Hosseinzadeh, A. Ramazani, and N. Razzaghi-Asl, “Anti-Cancer Nitrogen-Containing Heterocyclic Compounds,” Current Organic Chemistry 22, no. 23 (2018): 2256–79. https://doi.org/10.2174/1385272822666181008142138
  • M. Nasrollahzadeh, Z. Nezafat, N.S.S. Bidgoli, and N. Shafiei, “Use of Tetrazoles in Catalysis and Energetic Applications: Recent Developments,” Molecular Catalysis 513 (2021): 111788. https://doi.org/10.1016/j.mcat.2021.111788
  • S.S. Karbasaki, G. Bagherzade, B. Maleki, and M. Ghani, “Fabrication of Sulfamic Acid Functionalized Magnetic Nanoparticles with Denderimeric Linkers and Its Application for Microextraction Purposes, One-Pot Preparation of Pyrans Pigments and Removal of Malachite Green,” Journal of the Taiwan Institute of Chemical Engineers. 118 (2021): 342–54. https://doi.org/10.1016/j.jtice.2020.12.025
  • Fatemeh Adibian, Ali Reza Pourali, Behrooz Maleki, Mehdi Baghayeri, and Amirhassan Amiri, “One‐Pot Synthesis of Dihydro-1H-Indeno[1,2-b] Pyridines and Tetrahydrobenzo[b] Pyran Derivatives Using a New and Efficient Nanocomposite Catalyst Based on N‐Butylsulfonate‐Functionalized MMWCNTs-D-NH2,” Polyhedron 175 (2020): 114179. https://doi.org/10.1016/j.poly.2019.114179
  • A. Khojastehnezhad, B. Maleki, B. Karrabi, and E.R. Seresht, “Synthesis of Highly Functionalized Piperidines Using Polyphosphoric Acid Supported on Silica-Coated Magnetic Nanoparticles,” Organic Preparations and Procedures International. 49, no. 4 (2017): 338–45. https://doi.org/10.1080/00304948.2017.1342505
  • Hua-Feng Zhang, “InBr3-Catalyzed Deoxygenation of Sulfoxides and Carboxylic Acids with a Hydrosilane,'' Journal of Synthetic Chemistry 1, no.1 (2022): 42–47. https://doi.org/10.22034/jsc.2022.149233
  • Xiang Tan, Putla Sudarsanam, Jinyu Tan, Anping Wang, Heng Zhang, Hu Li, and Song Yang, “Sulfonic Acid-Functionalized Heterogeneous Catalytic Materials for Efficient Biodiesel Production: A Review,” Journal of Environmental Chemical Engineering. 9, no. 1 (2021): 104719. https://doi.org/10.1016/j.jece.2020.104719
  • Ajmal R. Bhat and Sunit S. Gupta, “InBr3 Catalyzed the Rapid and Scale-Up Asymmetric Biginelli Synthesis of Pyrido[2,3-D]Pyrimidines Under Solvent-Free Conditions,” Journal of Synthetic Chemistry. no.1, 1 (2022):27–36. https://doi.org/10.22034/jsc.2022.149221
  • R. Jahanshahi, and B. Akhlaghinia, “Cu (II)-Grafted SBA-15 Functionalized S-Methylisothiourea Aminated Epibromohydrin (SBA-15/E-SMTU-CuII) : A Novel and Efficient Heterogeneous Mesoporous Catalyst,” New Journal of Chemistry 41, no. 15 (2017): 7203–19. https://doi.org/10.1039/C7NJ00849J
  • Hossein Eshghi, Amir Khojastehnezhad, Farid Moeinpour, Shima Rezaeian, Mehdi Bakavoli, Mohsen Teymouri, Amin Rostami, and Kamahldin Haghbeen, “Nanomagnetic Organic–Inorganic Hybrid (Fe@Si-Gu-Prs): a Novel Magnetically Green Catalyst for the Synthesis of Tetrahydropyridine Derivatives at Room Temperature under Solvent-Free Conditions,” Tetrahedron 71, no. 3 (2015): 436–44. https://doi.org/10.1016/j.tet.2014.12.010
  • U. Balijapalli, S. Munusamy, K.N. Sundaramoorthy, and S.K. Iyer, “Metal-Free, One-Pot, Rapid Synthesis of Tetrahydropyridines Using Acetic Acid as Solvent and Catalyst at Room Temperature,” Synthetic Communications. 44, no. 7 (2014): 943–53. https://doi.org/10.1080/00397911.2013.838266
  • Ali Sobhani-Nasab, Abolfazl Ziarati, Mehdi Rahimi-Nasrabadi, Mohammad Reza Ganjali, and Alireza Badiei, “Five-Component Domino Synthesis of Tetrahydropyridines Using Hexagonal PbCr x Fe12 − x O19 as Efficient Magnetic Nanocatalyst,” Research on Chemical Intermediates 43, no. 11 (2017): 6155–65. https://doi.org/10.1007/s11164-017-2982-8
  • B. Sadeghi, M. Bouslik, and M.R. Shishehbore, “Nano-sawdust-OSO3H as a New, Cheap and Effective Nanocatalyst for One-Pot Synthesis of Pyrano[2,3-d]Pyrimidines,” Journal of the Iranian Chemical Society 12, no. 10 (2015): 1801–8. https://doi.org/10.1007/s13738-015-0655-3
  • H. Alinezhad, M. Tarahomi, B. Maleki, and A. Amiri, “So 3 H-Functionalized nano-MGO-D-NH 2: Synthesis, Characterization and Application for One-Pot Synthesis of Pyrano[2,3-d]Pyrimidinone and Tetrahydrobenzo[b]Pyran Derivatives in Aqueous Media,” Applied Organometallic Chemistry 33 (2019): e4661. https://doi.org/10.1002/aoc.4661
  • A.A. Yelwande, and M.K. Lande, “An Efficient One-Pot Three-Component Synthesis of 7-Amino-2, 4-Dioxo-5-Aryl-1,3,4,5-Tetrahydro-2 H-Pyrano[2,3-d]Pyrimidine-6-Carbonitriles Catalyzed by SnO2/SiO2 Nanocomposite,” Research on Chemical Intermediates 46, no. 12 (2020): 5479–98. https://doi.org/10.1007/s11164-020-04273-x
  • Z. Sharifi, N. Daneshvar, M.S.N. Langarudi, and F. Shirini, “Comparison of the Efficiency of Two Imidazole-Based Dicationic Ionic Liquids as the Catalysts in the Synthesis of Pyran Derivatives and Knoevenagel Condensations,” Research on Chemical Intermediates 45, no. 10 (2019): 4941–58. https://doi.org/10.1007/s11164-019-03874-5
  • Ahmed H. Shamroukh, Magdi E.A. Zaki, Eman M.H. Morsy, Faiza M. Abdel-Motti, and Farouk M.E. Abdel-Megeid, “Synthesis of Pyrazolo[4′,3′:5,6]Pyrano[2,3-d]Pyrimidine Derivatives for Antiviral Evaluation,” Archiv Der Pharmazie 340, no. 5 (2007): 236–43. https://doi.org/10.1002/ardp.200700005
  • T. Farahmand, S. Hashemian, and A. Sheibani, “Efficient One-Pot Synthesis of Pyrano[2,3-d]Pyrimidinone and Pyrido [2,3-d] Pyrimidine Derivatives by Using of Mn-ZIF-8@ZnTiO3 Nanocatalyst,” Journal of Molecular Structure. 1206 (2020): 127667. https://doi.org/10.1016/j.molstruc.2019.127667
  • K. Kacprzak, I. Skiera, M. Piasecka, and Z. Paryzek, “Alkaloids and Isoprenoids Modification by Copper(I)-Catalyzed Huisgen 1,3-Dipolar Cycloaddition (Click Chemistry): toward New Functions and Molecular Architectures,” Chemical Reviews 116, no. 10 (2016): 5689–743. https://doi.org/10.1021/acs.chemrev.5b00302
  • Nikita R. Agrawal, Sandeep P. Bahekar, Prashant B. Sarode, Sanjio S. Zade, and Hemant S. Chandak, “L-Proline Nitrate: A Recyclable and Green Catalyst for the Synthesis of Highly Functionalized Piperidines,” RSC Advances 5, no. 58 (2015): 47053–9. https://doi.org/10.1039/c5ra08022c
  • J. Aboonajmi, M.T. Maghsoodlou, N. Hazeri, M. Safarzaei, M. Shirzaei, “Multicomponent Preparation of Highly Functionalized Piperidines Using FeCl3.6H2O as an Efficient Catalyst,” Iranian Journal of Catalysis 5 (2015): 33–9.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.