299
Views
0
CrossRef citations to date
0
Altmetric
Research Articles

Magnetic Nanoparticles Supported Copper Nanocomposite: A Highly Active Nanocatalyst for Synthesis of Benzothiazoles and Polyhydroquinolines

, , , &
Pages 3687-3705 | Received 13 Jan 2022, Accepted 04 May 2022, Published online: 19 May 2022

References

  • Q. Xiong, Z. Chen, J. Huang, M. Zhang, H. Song, X. Hou and Z. Feng, “Preparation, structure and mechanical properties of Sialon ceramics by transition metal-catalyzed nitriding reaction,” Rare metals 5 (2020): 39. doi:10.1007/s12598-020-01385-6
  • Z. Shen, X. Xing, S. Wang, M. Lv, J. Li and T. Li, “Effect of K-Modified Blue Coke-Based Activated Carbon on Low Temperature Catalytic Performance of Supported Mn–Ce/Activated Carbon, ” ACS Omega 10 (2022): 8798–8807. doi:10.1021/acsomega.1c07076
  • X. Zhang, Y. Tang, F. Zhang and C. Lee, “A Novel Aluminum-Graphite Dual-Ion Battery, ” Advanced energy materials 6 (2016): 1502588. doi:10.1002/aenm.201502588
  • H. He, Q. Zhu, Y. Yan, H. Zhang, Z. Han, H. Sun and M. Du, “Metal–organic framework supported Au nanoparticles with organosilicone coating for high-efficiency electrocatalytic N2 reduction to NH3, ”Applied catalysis, B, Environmental 302 (2022): 120840. doi:10.1016/j.apcatb.2021.120840
  • D. Cui, H. Yin, Y. Liu, J. Pan, and Q. Wang, “Effect of final pyrolysis temperature on the composition and structure of shale oil: Synergistic use of multiple analysis and testing methods, ” Energy. 252 (2022): 124062. doi:10.1016/j.energy.2022.124062.
  • N. Fatima, S. Nisar, and S. Z. Abbas, “Kinetic study of Fe(II) and Fe(III) Complexes of Dopamine, (-)3-(3,4-Dihydroxyphenyl)-L-Alanine at Physiological pH,” European Chemical Bulletin 9, no. 4-6 (2020): 119. doi:10.17628/ecb.2020.9.119-124.
  • R. Zhang, W. Zhang, Q. Yang, J. Dong, L. Ma, Z. Jiang, Y. Huang, ‘3D hierarchical oxygen-deficient AlCoNi-(oxy)hydroxides/N–doped carbon hybrids enable efficient battery-type asymmetric supercapacitor’ Journal of Energy Chemistry (2022) doi:10.2139/ssrn.4017632
  • Heng Chen, Dmitry Bokov, Supat Chupradit, Maboud Hekmatifar, Mustafa Z. Mahmoud, Roozbeh Sabetvand, Jinying Duan, and Davood Toghraie, “Combustion Process of Nanofluids Consisting of Oxygen Molecules and Aluminum Nanoparticles in a Copper Nanochannel Using Molecular Dynamics Simulation,” Case Studies in Thermal Engineering. 28 (2021): 101628. doi:10.1016/j.csite.2021.101628.
  • Z. Wang, Q. Lei, Z. Wang, H. Yuan, L. Ca, N. Qin and J. Liu, “In-situ synthesis of free-standing FeNi-oxyhydroxide nanosheets as a highly efficient electrocatalyst for water oxidation, ” Chemical engineering journal 395 (2020): 125180. doi: 10.1016/j.cej.2020.125180.
  • Quoc Hoa Pham, Supat Chupradit, Gunawan Widjaja, Muataz S. Alhassan, Rustem Magizov, Yasser Fakri Mustafa, Aravindhan Surendar, Amirzhan Kassenov, Zeinab Arzehgar, and Wanich Suksatan, “The Effects of Ni or Nb Additions on the Relaxation Behavior of Zr55Cu35Al10 Metallic Glass,” Materials Today Communications. 29 (2021): 102909. doi:10.1016/j.mtcomm.2021.102909.
  • V. A. Rani, and Y. B. Kumari, “[BMIM] BF4: An Efficient Ionic Liquid Medium for One-Pot of 1H-Imidazole-5(4H)-One Derivatives,” European Chemical Bulletin 9, no. 10-12 (2020): 345. doi:10.17628/ecb.2020.9.345-348.
  • I. D. Inaloo, and S. Majnooni, “A Fe 3 O 4 @SiO 2/Schiff Base/Pd Complex as an Efficient Heterogeneous and Recyclable Nanocatalyst for One-Pot Domino Synthesis of Carbamates and Unsymmetrical Ureas,” European Journal of Organic Chemistry 2019, no. 37 (2019): 6359–68. doi:10.1002/ejoc.201901140.
  • Abdullah Al-Kahtani, Sobia Tabassum, Indah Raya, Ibrahim Khlewee, Supat Chupradit, Afshin Davarpanah, Marischa Elveny, and Shafaqat Ali, “Influence of Different Rotations of Organic Formamidinium Molecule on Electronic and Optical Properties of FAPbBr3 Perovskite,” Coatings 11, no. 11 (2021): 1341. doi:10.3390/coatings11111341.
  • Chenqi Fu, Amin Rahmani, Wanich Suksatan, S. M. Alizadeh, Majid Zarringhalam, Supat Chupradit, and Davood Toghraie, “Comprehensive Investigations of Mixed Convection of Fe-ethylene-glycol nanofluid inside an enclosure with different obstacles using lattice Boltzmann method ,” Scientific Reports 11, no. 1 (2021): 20710. doi:10.1038/s41598-021-00038-7.
  • R. Zhang, Y. Chen, M. Ding, and J. Zhao, “Heterogeneous Cu Catalyst in Organic Transformations,” Nano Research 15, no. 4 (2022): 2810–33. doi:10.1007/s12274-021-3935-5.
  • Tzu-Chia Chen, Rajiman Rajiman, Marischa Elveny, John William Grimaldo Guerrero, Adedoyin Isola Lawal, Ngakan Ketut Acwin Dwijendra, Aravindhan Surendar, Svetlana Dmitrievna Danshina, and Yu Zhu, “Engineering of Novel Fe-Based Bulk Metallic Glasses Using a Machine Learning-Based Approach,” Arabian Journal for Science and Engineering 46, no. 12 (2021): 12417–25. doi:10.1007/s13369-021-05966-0.
  • S. Sajjadifar, G. Mansouri, I. Amini, and M. Yari, “Silica Supported 1-(2-(Sulfooxy)Ethyl)Pyridin-1-Ium Chloride (SiO2/[SEP]Cl) as an Efficient and Solid Acid Catalyst for the Synthesis of Quinoxaline Derivatives,” J Med Chem Sci 4 (2021): 8–16. doi:10.26655/JMCHEMSCI.2021.1.2.
  • I. Dindarloo Inaloo, S. Majnooni, H. Eslahi, and M. Esmaeilpour, “Efficient Nickel(II) Immobilized on EDTA‐Modified Fe3O4@SiO2 Nanospheres as a Novel Nanocatalyst for Amination of Heteroaryl Carbamates and Sulfamates through the Cleavage of C-O Bond,” Molecular Catalysis 492 (2020): 110915. doi:10.1016/j.mcat.2020.110915.
  • I. Dindarloo Inaloo, M. Esmaeilpour, S. Majnooni, and A. Reza Oveisi, “Nickel‐Catalyzed Synthesis of N ‐(Hetero)Aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride,” Chemcatchem. 12, no. 21 (2020): 5486–91. doi:10.1002/cctc.202000876.
  • M. Kazemi, and M. Ghobadi, “Magnetically Recoverable Nano-Catalysts in Sulfoxidation Reactions,” Nanotechnology Reviews 6, no. 6 (2017): 549–71. doi:10.1515/ntrev-2016-0113.
  • M. Kazemi and L. Shiri, “Ionic liquid immobilized on magnetic nanoparticles: A nice and efficient catalytic strategy in synthesis of heterocycles,” J. Synth. Chem. 1, no. 1 (2022): 1–7. doi:10.22034/jsc.2022.149201
  • M. Aqeel Ashraf, Z. Liu, Y. Yang, and D. Zhang, “Magnetic Nanoparticles Supported Copper Catalysts: Synthesis of Heterocyclic Scaffolds. Synth,” Synthetic Communications 50, no. 19 (2020): 2885–905. doi:10.1080/00397911.2020.1789167.
  • Mohammad Chahkandi, Seyedeh Roghayyeh Saadatdar Arami, Masoud Mirzaei, Behnam Mahdavi, and Seyed Mahmod Hosseini-Tabar, “A New Effective Nano-Adsorbent and Antibacterial Material of Hydroxyapatite,” Journal of the Iranian Chemical Society 16, no. 4 (2019): 695–705. doi:10.1007/s13738-018-1546-1.
  • W. Lai, “Development of Hydrogels with Self-Healing Properties for Delivery of Bioactive Agents, ” Molecular pharmaceutics 18 (2021): 1833–1841. doi:10.1021/acs.molpharmaceut.0c00874
  • Mohamed A. Korany, Hoda Mahgoub, Rim S. Haggag, Marwa A. A. Ragab, and Osama A. Elmallah, “Green Chemistry: Analytical and Chromatography,” Journal of Liquid Chromatography & Related Technologies 40, no. 16 (2017): 839–52. doi:10.1080/10826076.2017.1373672.
  • Z. Kheilkordi, G. Mohammadi Ziarani, and A. Badiei, “Fe3O4@SiO2@(BuSO3H)3 Synthesis as a New Efficient Nanocatalyst and Its Application in the Synthesis of Heterocyclic [3.3.3] Propellane Derivatives,” Polyhedron 178 (2020): 114343. doi:10.1016/j.poly.2019.114343.
  • Mohammad Qutob, Mohd Rafatullah, Mohammad Qamar, Hajer S. Alorfi, Abeer N. Al-Romaizan, and Mahmoud A. Hussein, “A Review on Heterogeneous Oxidation of Acetaminophen Based on Micro and Nanoparticles Catalyzed by Different Activators,” Nanotechnology Reviews 11, no. 1 (2022): 497–525. doi:10.1515/ntrev-2022-0030.
  • Manish Kumar Bharti, Sonia Chalia, Preeti Thakur, S. N. Sridhara, Atul Thakur, and P. B. Sharma, “Nanoferrites Heterogeneous Catalysts for Biodiesel Production from Soybean and Canola Oil: A review,” Environ Chem Lett 19, no. 5 (2021): 3727–46. doi:10.1007/s10311-021-01247-2.
  • Anjali Sharma, Sharad Wakode, Supriya Sharma, Faizana Fayaz, and Faheem Hyder Pottoo, “Methods and Strategies Used in Green Chemistry: A Review,” Current Organic Chemistry 24, no. 22 (2020): 2555–65. doi:10.2174/1385272824999200802025233.
  • M. Ghanbari, S. Moradi, and M. Setoodehkhah, “Fe3O4@SiO2@ADMPT/H6P2W18O62: A Novel Wells–Dawson Heteropolyacid-Based Magnetic Inorganic–Organic Nanohybrid Material as Potent Lewis Acid Catalyst for the Efficient Synthesis of 1,4-Dihydopyridines,” Green Chemistry Letters and Reviews. 11, no. 2 (2018): 111–24. doi:10.1080/17518253.2018.1445781.
  • A. R. Sardarian, I. DindarlooInaloo, and M. Zangiabadi, “Selective Synthesis of Secondary Arylcarbamates via Efficient and Cost Effective Copper-Catalyzed Mono Arylation of Primary Carbamates with Aryl Halides and Arylboronic Acids,” Catalysis Letters 148, no. 2 (2018): 642–52. doi:10.1007/s10562-017-2277-0.
  • V. G. Shtamburg, V. V. Shtamburg, A. A. Anishchenko, and A. V. Mazepa, “The Peculiarities of the 4-Carboxyphenylglyoxal and N-alkoxy-N’-Arylureas Interaction,” European Chemical Bulletin 9, no. 10–12 (2020): 339. doi:10.17628/ecb.2020.9.339-344.
  • N. A. Reddy, K. Kamala, R. Dayam, and K. V. Saritha, “Glycerol Mediated One-Pot Synthesis of Pyrazole Conjugated Tetrahydroquinoline Derivatives and Evaluation of Their Anticancer Activity,” European Chemical Bulletin 9, no. 9 (2020): 300. doi:10.17628/ecb.2020.9.300-305.
  • V. A. Rani, and Y. B. Kumari, “One-Pot Synthesis of One-Pot Synthesis of 1,2,4-Triazine Derivatives of 2-Substituted Benzamides in [Bmim][Oh,” European Chemical Bulletin 9, no. 8 (2020): 196. doi:10.17628/ecb.2020.9.196-198.
  • R. Razavi, “Density Functional Theory Study of 1, 4-Bis(Methane Sulfonyloxy)Butane Tautomerization Mechanism as Anticancer Drug,” Journal of Medicinal and Chemical Sciences 4 (2021): 53–9. doi:10.26655/JMCHEMSCI.2021.1.7.
  • S. M. Ismail, “Cholinesterase and Aliesterase as a Natural Enzymatic Defense against Chlorpyrifos in Field Populations of Spodoptera Littoralis (Boisdüval, 1833)(Lepidoptera, Noctüidae),” J Plant Bioinforma Biotechnol 1 (2021): 41–50.
  • M. V. Gaikwad, “Regioselective One-Pot Transformation of 2’-Hydroxy Chalcones to 3,5-Diphenylisoxazole via Dehydrogenation of Dihydroisoxazolines Using Copper Salt in DMF,” Journal of Applied Organometallic Chemistry 1 (2021): 59–65. doi:10.22034/jaoc.2021.278705.1010.
  • J. Jiang, T. Zhang and D. Chen, “Analysis, design, and implementation of a differential power processing DMPPT with multiple buck–boost choppers for photovoltaic module, ” IEEE Transactions on Power Electronics 36 (2021): 10214-10223. doi:10.1109/TPEL.2021.3063230.
  • N. Noroozi Pesyan, H. Batmani, and F. Havasi, “Copper Supported on Functionalized MCM-41 as a Novel and a Powerful Heterogeneous Nanocatalyst for the Synthesis of Benzothiazoles,” Polyhedron 158 (2019): 248–54. doi:10.1016/j.poly.2018.11.005.
  • C. Huang, Y. Su, J. Shi, C. Yuan, S. Zhai and Q. Yong, “Revealing the effects of centuries of ageing on the chemical structural features of lignin in archaeological fir woods,” New Journal of Chemistry 43 (2019): 3520-3528. doi: 10.1039/C9NJ00026G
  • W. Lai, E. Huang and K. Lui, “Alginate‐based complex fibers with the Janus morphology for controlled release of co‐delivered drugs, ” Asian journal of pharmceutical sciences 16 (2021): 77–85. doi:10.1016/j.ajps.2020.05.003.
  • L. Gonnet, M. Baron, and M. Baltas, “Synthesis of Biologically Relevant 1,2,3-and 1,3,4-Triazoles: From Classical Pathway to Green Chemistry,” Molecules 26, no. 18 (2021): 5667. doi:10.3390/molecules26185667.
  • J. Liu, S. MAO, S. Song, L. Huang, L. A. Belfiore and J. Tang, “Towards applicable photoacoustic micro-fluidic pumps: Tunable excitation wavelength and improved stability by fabrication of Ag-Au alloying nanoparticles, ” Journal of alloys and compounds, 884 (2021): 161091 doi:10.1016/j.jallcom.2021.161091.
  • Xiaoqiang Yu, Qing Yin, Zhiheng Zhang, Tianyu Huang, Zichao Pu, and Ming Bao, “Synthesis of 2-Substituted Benzothiazoles via the Brønsted Acid Catalyzed Cyclization of 2-Amino Thiophenols with Nitriles,” Tetrahedron Letters. 60, no. 30 (2019): 1964–6. doi:10.1016/j.tetlet.2019.06.039.
  • D. Kommula, and S. R. M. Madugula, “Synthesis of Benzimidazoles/Benzothiazoles by Using Recyclable, Magnetically Separable nano-Fe2O3 in Aqueous Medium,” Journal of the Iranian Chemical Society 14, no. 8 (2017): 1665–71. doi:10.1007/s13738-017-1107-z.
  • H. Yao, Y. Wang, and M. K. Razi, “An Asymmetric Salamo-Based Zn Complex Supported on Fe 3 O 4 MNPs: A Novel Heterogeneous Nanocatalyst for the Silyl Protection and Deprotection of Alcohols under Mild Conditions,” RSC Advances 11, no. 21 (2021): 12614–25. doi:10.1039/D1RA01185E.
  • S. E. Mudiyanselage, P. H. D. Nguyen, M. S. Rajabi and R. Akhavian, “Automated Workers’ Ergonomic Risk Assessment in Manual Material Handling Using sEMG Wearable Sensors and Machine Learning, ” Electronics, 10 (2021): 2558. doi: 10.3390/electronics10202558.
  • 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. doi:10.1016/j.jece.2020.104719.
  • P. Alimard, “Fabrication and Kinetic Study of Nd-Ce Doped Fe3O4-Chitosan Nanocomposite as Catalyst in Fenton Dye Degradation,” Polyhedron 171 (2019): 98–107. doi:10.1016/j.poly.2019.06.058.
  • M. S. Pourbavarsad, B. J. Jalalieh, C. Harkins, R. Sevanthi and W. A. Jackson, “Nitrogen oxidation and carbon removal from high strength nitrogen habitation wastewater with nitrification in membrane aerated biological reactors, ” Journal of Environmental Chemical Engineering 9 (2021): 106271. doi:10.1016/j.jece.2021.106271.
  • J. Safaei-Ghomi, F. Eshteghal, and H. Shahbazi-Alavi, “L-Phenyl Alanine-Attached Fe3O4@SiO2 Nanoparticles as an Efficient Catalyst for the Synthesis of Chromenes,” Journal of the Iranian Chemical Society 15, no. 3 (2018): 661–9. doi:10.1007/s13738-017-1266-y.
  • Yadong Sun, Huanfeng Jiang, Wanqing Wu, Wei Zeng, and Xia Wu, “Copper-Catalyzed Synthesis of Substituted Benzothiazoles via Condensation of 2-Aminobenzenethiols with Nitriles,” Org Lett 15, no. 7 (2013): 1598–601. doi:10.1021/ol400379z.
  • C. Huang, S. Tang, W. Zhang, Y. Tao, C. Lai, X. Li and Q. Yong, “Unveiling the structural properties of lignin–carbohydrate complexes in bamboo residues and its functionality as antioxidants and immunostimulants, ” ACS Sustainable Chemistry & Engineering, 6 (2018): 12522–12531. doi:10.1021/acssuschemeng.8b03262.
  • T. Mandal, “Gold catalyzed synthesis of biologically active heterocycles from ynamides, ” J. Synth. Chem. 1 (2022): 8–15. doi:10.22034/jsc.2022.149210.
  • H. Dong, L. Zheng, P. Yu, Q. Jiang, Y. Wu, C. Huang and B. Yin, “Characterization and application of lignin–carbohydrate complexes from lignocellulosic materials as antioxidants for scavenging in vitro and in vivo reactive oxygen species,” ACS Sustainable Chemistry & Engineering 8 (2019): 256-266. doi: 10.1021/acssuschemeng.9b05290
  • X. Wang, S. Tang, S. Chai, P. Wang, J. Qin, W. Pei and C. Huang, “Preparing printable bacterial cellulose based gelatin gel to promote in vivo bone regeneration, ” Carbohydrate Polymers 270 (2021): 118342. doi:10.1016/j.carbpol.2021.118342.
  • Sobhan Rezayati, Ali Ramazani, Sami Sajjadifar, Hamideh Aghahosseini, and Aram Rezaei, “Design of a Schiff Base Complex of Copper Coated on Epoxy-Modified Core-Shell MNPs as an Environmentally Friendly and Novel Catalyst for the One-Pot Synthesis of Various Chromene-Annulated Heterocycles ,” ACS Omega 6, no. 39 (2021): 25608–22. doi:10.1021/acsomega.1c03672.
  • B. Niknam, F. H. Aboutalebi, W. Ma and R. M. Nejad, “Effect of variations internal pressure on cracking radiant coils distortion” In Structures, 34 (2021): 4986–4998. doi:10.1016/j.istruc.2021.10.083.
  • Akbar Mobinikhaledi, Naser Foroughifar, Mohammad Ali Bodaghi Fard, Hassan Moghanian, Sattar Ebrahimi, and Mehdi Kalhor, “Efficient One-Pot Synthesis of Polyhydroquinoline Derivatives Using Silica Sulfuric Acid as a Heterogeneous and Reusable Catalyst under Conventional Heating and Energy-Saving Microwave Irradiation,” Synthetic Communications. 39, no. 7 (2009): 1166–74. doi:10.1080/00397910802513060.
  • A. Khojastehnezhad, F. Moeinpour, and A. Davoodnia, “PPA-SiO2 Catalyzed Efficient Synthesis of Polyhydroquinoline Derivatives through Hantzsch Multicomponent Condensation under Solvent-Free Conditions,” Chinese Chemical Letters 22, no. 7 (2011): 807–10. doi:10.1016/j.cclet.2010.12.051.
  • A. Yaghoubi, M. G. Dekamin, and B. Karimi, “Propylsulfonic Acid-Anchored Isocyanurate-Based Periodic Mesoporous Organosilica (PMO-ICS-PrSO3H): a Highly Efficient and Recoverable Nanoporous Catalyst for the One-Pot Synthesis of Substituted Polyhydroquinolines,” Catalysis Letters 147, no. 10 (2017): 2656–63. doi:10.1007/s10562-017-2159-5.
  • A. Davoodnia, and A. Khojastehnezhad, “Carbon-Based Solid Acid Catalyzed Synthesis of Polyhydroquinoline Derivatives via Hantzsch Reaction under Solvent-Free Conditions,” Journal of the Chilean Chemical Society 57, no. 4 (2012): 1385–7. doi:10.4067/S0717-97072012000400011.
  • Kiran D. Dhawale, Ajit P. Ingale, Sandeep V. Shinde, Nitin M. Thorat, and Limbraj R. Patil, “ZnO-NPs Catalyzed Condensation of 2-Aminothiophenol and Aryl/Alkyl Nitriles: Efficient Green Synthesis of 2-Substituted Benzothiazoles,” Synthetic Communications. 51 (2021): 1–14. doi:10.1080/00397911.2021.1894577.
  • D. B. Nale, and B. M. Bhanage, “N-Substituted Formamides as C1-Sources for the Synthesis of Benzimidazole and Benzothiazole Derivatives by Using Zinc Catalysts,” Synlett 26, no. 20 (2015): 2835–42. doi:10.1055/s-0035-1560319.

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.