NiFe2O4@PPA-DABCO: A novel magnetically separable bifunctional nanocatalyst for the synthesis of 2,2´-(Arylmethylene) bis(3-hydroxy-5,5-dimethyl-2-cyclohexene-1-one) derivatives
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OpenAlex topics: Multicomponent Synthesis of Heterocycles · Chemical Synthesis and Analysis · Chemical Synthesis and Reactions
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References (66)
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1. Tajik R, Azizi N, Mirjafary Z, Saeidian H (2024) Environmentally benign aminolysis of lactones in acidic hydrophobic ionic liquids. Appl Catal 194:206998
2. Shirini F, Langarudi MSN, Daneshvar N et al (2017) Preparation of a new DABCO-based ionic liquid and investigation on its application in the synthesis of benzimidazoquinazolinone and pyrimido [4, 5-b]-quinoline derivatives. J Mol Liq 243:302–31210.1016/j.molliq.2017.07.080 ↗
3. Ranu BC, Banerjee S, Jana R (2007) Ionic liquid as catalyst and solvent: the remarkable effect of a basic ionic liquid, [bmIm]OH on Michael addition and alkylation of active methylene compounds. Tetrahedron 63:776–782. https://doi.org/10.1016/j.tet.2006.10.07710.1016/j.tet.2006.10.077 ↗
4. Jia X, Fan Y, Chen T et al (2024) Functional ionic liquids based on DABCO: Efficient catalysts for chemical fixation of CO2 into cyclic carbonates. Synth Commun 54:1450–146110.1080/00397911.2024.2394089 ↗
5. Li M-M, Duan C-S, Yu Y-Q, Xu D-Z (2018) A general and efficient one-pot synthesis of spiro [2-amino-4H-pyrans] via tandem multi-component reactions catalyzed by Dabco-based ionic liquids. Dyes Pigm 150:202–20610.1016/j.dyepig.2017.12.007 ↗
6. Liu T, Lai Y-H, Yu Y-Q, Xu D-Z (2018) A facile and efficient procedure for one-pot four-component synthesis of polysubstituted spiro pyrano [2, 3-c] pyrazole and spiro 1, 4-dihydropyridine catalyzed by a Dabco-based ionic liquid under mild conditions. New J Chem 42:1046–105110.1039/C7NJ03967K ↗
7. Ghorbani-Choghamarani A, Norouzi M (2016) Synthesis and characterization of ionic liquid immobilized on magnetic nanoparticles: A recyclable heterogeneous organocatalyst for the acetylation of alcohols. J Magn Magn Mater 401:832–84010.1016/j.jmmm.2015.10.044 ↗
8. Gupta R, Yadav M, Gaur R et al (2020) Magnetically supported ionic liquids: a sustainable catalytic route for organic transformations. Mater Horiz 7:3097–313010.1039/D0MH01088J ↗
9. Nourisefat M, Panahi F, Nabipour M et al (2016) l-Cysteine-functionalized magnetic nanoparticles (LCMNP): as a magnetic reusable organocatalyst for one-pot synthesis of 9-(1 H-indol-3-yl) xanthen-4-(9 H)-ones. J Iran Chem Soc 13:1853–186510.1007/s13738-016-0902-2 ↗
10. Peiman S, Maleki B, Ghani M (2024) Dendrimer templated ionic liquid nanomagnetic for efficient coupling reactions. Sci Rep 14:2508210.1038/s41598-024-75629-1 ↗
11. Liu M, Ye Y, Ye J et al (2023) Recent advances of magnetite (Fe3O4)-based magnetic materials in catalytic applications. Magnetochemistry 9:11010.3390/magnetochemistry9040110 ↗
12. Amiri M, Eskandari K, Salavati-Niasari M (2019) Magnetically retrievable ferrite nanoparticles in the catalysis application. Adv Colloid Interface Sci 271:101982. https://doi.org/10.1016/j.cis.2019.07.00310.1016/j.cis.2019.07.003 ↗
13. Duan M, Shapter JG, Qi W et al (2018) Recent progress in magnetic nanoparticles: synthesis, properties, and applications. Nanotechnology 29:45200110.1088/1361-6528/aadcec ↗
14. Abu-Dief AM, Hamdan SK (2016) Functionalization of magnetic nano particles: synthesis, characterization and their application in water purification. Am J Nanosci 2:26–40
15. JafariNasab M, Kiasat AR (2018) Synthesis and characterization of novel silica coated magnetic nanoparticles with tags of β-cyclodextrin: application as an eco-friendly and chiral micro-vessel catalyst in the enantioselective reduction of ketones. Res Chem Intermed 44:2719–272810.1007/s11164-018-3256-9 ↗
16. Li Y, Zhang H, Chen Y et al (2019) Core–shell structured magnetic covalent organic framework nanocomposites for triclosan and triclocarban adsorption. ACS Appl Mater Interfaces 11:22492–2250010.1021/acsami.9b06953 ↗
17. Peiman S, Maleki B (2024) Fe3O4@ SiO2@ NTMPThio-Cu: a sustainable and eco-friendly approach for the synthesis of heterocycle derivatives using a novel dendrimer template nanocatalyst. Sci Rep 14:1740110.1038/s41598-024-68316-8 ↗
18. Ras E-J, Rothenberg G (2014) Heterogeneous catalyst discovery using 21st century tools: a tutorial. RSC Adv 4:5963–597410.1039/c3ra45852k ↗
19. Polshettiwar V, Luque R, Fihri A et al (2011) Magnetically recoverable nanocatalysts. Chem Rev 111:3036–307510.1021/cr100230z ↗
20. Zhang M, Liu Y-H, Shang Z-R et al (2017) Supported molybdenum on graphene oxide/Fe3O4: An efficient, magnetically separable catalyst for one-pot construction of spiro-oxindole dihydropyridines in deep eutectic solvent under microwave irradiation. Catal Commun 88:39–4410.1016/j.catcom.2016.09.028 ↗
21. Gao G, Di J-Q, Zhang H-Y et al (2020) A magnetic metal organic framework material as a highly efficient and recyclable catalyst for synthesis of cyclohexenone derivatives. J Catal 387:39–4610.1016/j.jcat.2020.04.013 ↗
22. Peiman S, Baharfar R, Hosseinzadeh R (2022) CuI NPs immobilized on a ternary hybrid system of magnetic nanosilica, PAMAM dendrimer and trypsin, as an efficient catalyst for A3-coupling reaction. Res Chem Intermed 48:1365–138210.1007/s11164-021-04654-w ↗
23. Peiman S, Maleki B, Ghani M (2024) Fe3O4@ SiO2@ Mel-Rh-Cu: A high-performance, green catalyst for efficient xanthene synthesis and its application for magnetic solid phase extraction of diazinon followed by its determination through HPLC-UV. Chem Methodol 8:257–278
24. Peiman S, Maleki B, Ghani M (2024) Fe3O4@ gC3N4@ Thiamine: a novel heterogeneous catalyst for the synthesis of heterocyclic compounds and microextraction of tebuconazole in food samples. Sci Rep 14:2148810.1038/s41598-024-72212-6 ↗
25. Yadav RS, Kuřitka I, Vilcakova J et al (2017) Structural, magnetic, dielectric, and electrical properties of NiFe2O4 spinel ferrite nanoparticles prepared by honey-mediated sol-gel combustion. J Phys Chem Solids 107:150–16110.1016/j.jpcs.2017.04.004 ↗
26. Abu-Dief AM, Nassar IF, Elsayed WH (2016) Magnetic NiFe2O4 nanoparticles: efficient, heterogeneous and reusable catalyst for synthesis of acetylferrocene chalcones and their anti-tumour activity. Appl Organomet Chem 30:917–92310.1002/aoc.3521 ↗
27. Eshghi H, Khojastehnezhad A, Moeinpour F et al (2014) Synthesis, characterization and first application of keggin-type heteropoly acids supported on silica coated NiFe2O4 as novel magnetically catalysts for the synthesis of tetrahydropyridines. RSC adv 4:39782–3978910.1039/C4RA05133E ↗
28. Chen M-N, Mo L-P, Cui Z-S, Zhang Z-H (2019) Magnetic nanocatalysts: Synthesis and application in multicomponent reactions. Curr Opin Green Sustain Chem 15:27–3710.1016/j.cogsc.2018.08.009 ↗
29. John SE, Gulati S, Shankaraiah N (2021) Recent advances in multi-component reactions and their mechanistic insights: A triennium review. Org Chem Front 8:4237–428710.1039/D0QO01480J ↗
30. Kazemi-Rad R, Azizian J, Kefayati H (2015) Improved Synthesis of 2, 2-Arylmethylene Bis (3-hydroxy-5, 5-dimethyl-2-cyclohexene-1-one) and 1, 8-Dioxo-octahydroxanthene Derivatives Catalyzed by Electrogenerated Base and Sulfuric Acid. J Chin Chem Soc 62:311–31510.1002/jccs.201400307 ↗
31. Saha M, Pal AK (2010) Solvent free solid support synthesis of arylmethylene bis (3-Hydroxy-2-cyclohexene-1-ones) and Xanthenediones derivatives by microwave irradiation. Iran J Org Chem 3:423429
32. Josephrajan T, Ramakrishnan V, Kathiravan G, Muthumary J (2005) Synthesis and antimicrobial studies of some acridinediones and their thiourea derivatives. ARKIVOC 11:124–136
33. Josephrajan T, Ramakrishnan V (2007) Thermal and microwave assisted synthesis of N-aroylamino acridinediones. Can J Chem 85:572–57510.1139/v07-075 ↗
34. Maharvi GM, Ali S, Riaz N et al (2008) Mild and efficient synthesis of new tetraketones as lipoxygenase inhibitors and antioxidants. J Enzyme Inhib Med Chem 23:62–6910.1080/14756360701408754 ↗
35. de Ferreira M, S, Figueroa-Villar JD, (2014) Conformational analysis of 2, 2’-arylmethylene bis (3-hydroxy-5, 5-dimethyl-2-cyclohexene-1-one) by NMR and molecular modeling. J Braz Chem Soc 25:935–946
36. Ali S, Maharvi G, Riaz N, et al (2009) Lipoxygenase inhibitory tetraketones: potential Remedial source for inflammation and asthma. West Indian med j 92–98
37. Khan KM, Maharvi GM, Khan MTH et al (2006) Tetraketones: A new class of tyrosinase inhibitors. Bioorg Med Chem 14:344–35110.1016/j.bmc.2005.08.029 ↗
38. Kantevari S, Bantu R, Nagarapu L (2007) HClO4–SiO2 and PPA–SiO2 catalyzed efficient one-pot Knoevenagel condensation, Michael addition and cyclo-dehydration of dimedone and aldehydes in acetonitrile, aqueous and solvent free conditions: Scope and limitations. J Mol Catal A Chem 269:53–5710.1016/j.molcata.2006.12.039 ↗
39. Gupta P, Singh B, Dhama M et al (2024) A biscationic imidazolium ionic liquid immobilized on graphene oxide as an efficient heterogeneous catalyst for the synthesis of tetraketone derivatives. New J Chem 48:1518–1527. https://doi.org/10.1039/D3NJ03812B10.1039/D3NJ03812B ↗
40. Fallah A, Tajbakhsh M, Vahedi H, Bekhradnia A (2017) Natural phosphate as an efficient and green catalyst for synthesis of tetraketone and xanthene derivatives. Res Chem Intermed 43:29–4310.1007/s11164-016-2603-y ↗
41. Sapkal BM, Labhane PK, Satam JR (2017) In water–ultrasound-promoted synthesis of tetraketones and 2-substituted-1H-benzimidazoles catalyzed by BiOCl nanoparticles. Res Chem Intermed 43:4967–497910.1007/s11164-017-2924-5 ↗
42. Deshmukh N, Deshmukh J, Paymal S et al (2023) Zeolite@-Ag-S-CH2COOH catalyzed synthesis of bis-cyclohexenones and their antibacterial evaluation and molecular docking study. J Organomet Chem 994:12271010.1016/j.jorganchem.2023.122710 ↗
43. Wang G, Geng Y, Zhao Z et al (2022) Exploring the in situ formation mechanism of polymeric aluminum chloride–silica gel composites under mechanical grinding conditions: as a high-performance nanocatalyst for the synthesis of xanthene and pyrimidinone compounds. ACS Omega 7:32577–3258710.1021/acsomega.2c04159 ↗
44. Li J-T, Li Y-W, Song Y-L, Chen G-F (2012) Improved synthesis of 2, 2′-arylmethylene bis (3-hydroxy-5, 5-dimethyl-2-cyclohexene-1-one) derivatives catalyzed by urea under ultrasound. Ultrason Sonochem 19:1–410.1016/j.ultsonch.2011.05.001 ↗
45. Agarwal S, Poddar R, Kidwai M, Nath M (2018) Caffeinium Hydrogen Sulfate: A Green Solid Acid Catalyst for Selective One-Pot Domino Knoevenagel-Michael Transformations. ChemistrySelect 3:10909–1091410.1002/slct.201801603 ↗
46. Gupta M, Gupta M (2016) Copper (0) nanoparticles onto silica: A stable and facile catalyst for one-pot synthesis of 2, 2′-arylmethylene bis (3-hydroxy-5, 5-dimethyl-2-cyclohexene-1-one) via cascade Knoevenagel/Michael reaction. J Chem Sci 128:849–85410.1007/s12039-016-1080-6 ↗
47. Rahmani S, Zeynizadeh B (2019) Ni 0 NPs anchored on acid-activated montmorillonite (Ni 0-Mont) as a highly efficient and reusable nanocatalyst for synthesis of biscoumarins and bisdimedones. Res Chem Intermed 45:1227–124810.1007/s11164-018-3671-y ↗
48. Vaid R, Gupta M, Kant R, Gupta VK (2016) Domino Knoevenagel/Michael synthesis of 2, 2’-arylmethylenebis (3-hydroxy-5, 5-dimethyl-2-cyclohexen-1-one) derivatives catalyzed by silica-diphenic acid and their single crystal X-ray analysis. J Chem Sci 128:967–97610.1007/s12039-016-1088-y ↗
49. Thakur D, Kaur M, Malhi DS et al (2021) 2, 2′-(Arylmethylene) bis (3-hydroxy-5, 5-dimethylcyclohex-2-enone) crystals formation via atom economy reaction and their antioxidant activity. Monatsh Chem 152:537–54310.1007/s00706-021-02767-x ↗
50. Jadhav S, Patil B, Patil S (2024) An eco-friendly approach to synthesize arylmethylene bis(3-hydroxy-5,5’-dimethyl-2-cyclohexene-1-ones) and 1,8-dioxo-octahydroxanthenes. Res Chem Intermed 50:1–13. https://doi.org/10.1007/s11164-024-05274-w10.1007/s11164-024-05274-w ↗
51. Kali V, Maiti B (2024) The expediency of [BCMIM][Cl] ionic salt in the synthesis of tetraketones: Insights into their photophysical properties and theoretical calculations. J Mol Struct 1299:137053. https://doi.org/10.1016/j.molstruc.2023.13705310.1016/j.molstruc.2023.137053 ↗
52. Shanmugavel T, Raj SG, Rajarajan G, Kumar GR (2014) Tailoring the structural and magnetic properties and of nickel ferrite by auto combustion method. Procedia materials science 6:1725–173010.1016/j.mspro.2014.07.158 ↗
53. Kooti M, Sedeh AN (2013) Synthesis and characterization of NiFe2O4 magnetic nanoparticles by combustion method. J Mater Sci Technol 29:34–3810.1016/j.jmst.2012.11.016 ↗
54. Esmaielpour M, Akhlaghinia B, Jahanshahi R (2017) Green and efficient synthesis of aryl/alkylbis (indolyl) methanes using Expanded Perlite-PPA as a heterogeneous solid acid catalyst in aqueous media. J Chem Sci 129:313–32810.1007/s12039-017-1246-x ↗
55. Jarrahi M, Maleki B, Tayebee R (2022) Magnetic nanoparticle-supported eosin Y salt [SB-DABCO@ eosin] as an efficient heterogeneous photocatalyst for the multi-component synthesis of chromeno [4, 3-b] chromene in the presence of visible light. RSC adv 12:28886–2890110.1039/D2RA05122B ↗
56. Usman M, Li D, Li C, Zhang S (2015) Highly selective and stable hydrogenation of heavy aromatic-naphthalene over transition metal phosphides. Sci China Chem 58:738–74610.1007/s11426-014-5199-3 ↗
57. Vifttaria M, Nurhayati AS (2019) Surface acidity of sulfuric acid activated maredan clay catalysts with Boehm titration method and pyridine adsorption-FTIR. J Phys: Conf Ser 1351:012040
58. El-Yazeed WSA, Hayes O, Ahmed AI (2024) Novel green sulfated phosphotungstic acid supported on MCM-41-coated NiFe2O4 MNPs for xanthene and coumarin synthesis. J Sol-Gel Sci Technol 109:594–61010.1007/s10971-022-05966-y ↗
59. Patil RC, Zambare DN, Damate SA et al (2022) C hickpea leaf exudates (CLE) mediated Knoevenagel-Michael reactions for the synthesis of diketodiols and biscoumarins. Res Chem Intermed 48:2181–219810.1007/s11164-022-04707-8 ↗
60. Moghaddam FM, Aghili S, Daneshfar M et al (2023) Bread waste in the form of CoFe2O4@TBW catalyst was used as a green biocatalyst to synthesize pyranopyrazole and tetraketone derivatives. Res Chem Intermed 49:1507–1543. https://doi.org/10.1007/s11164-022-04934-z10.1007/s11164-022-04934-z ↗
61. Ilangovan A, Muralidharan S, Sakthivel P et al (2013) Simple and cost effective acid catalysts for efficient synthesis of 9-aryl-1, 8-dioxooctahydroxanthene. Tetrahedron Lett 54:491–49410.1016/j.tetlet.2012.11.058 ↗
62. Vajar S, Mokhtary M (2019) Nano-CuFe2O4@ SO3H catalyzed efficient one-pot cyclo-dehydration of dimedone and synthesis of chromeno [4, 3-b] chromenes. Polycycl Aromat Compd 39:111–12310.1080/10406638.2017.1280516 ↗
63. Banakar SH, Dekamin MG, Yaghoubi A (2018) Selective and highly efficient synthesis of xanthenedione or tetraketone derivatives catalyzed by ZnO nanorod-decorated graphene oxide. New J Chem 42:14246–1426210.1039/C8NJ01053F ↗
64. Nemati F, Heravi MM, Rad RS (2012) Nano-Fe3O4 encapsulated-silica particles bearing sulfonic acid groups as a magnetically separable catalyst for highly efficient Knoevenagel condensation and Michael addition reactions of aromatic aldehydes with 1, 3-cyclic diketones. Chin J Catal 33:1825–183110.1016/S1872-2067(11)60455-5 ↗
65. Ashtarian J, Heydari R, Maghsoodlou M-T, Yazdani-Elah-Abadi A (2020) Bronsted Acidic Ionic Liquids (BAILs)-Catalyzed Synthesis of 1, 8-Dioxo-Octahydroxanthene and 2, 2′-Arylmethylene Bis (3-Hydroxy-5, 5-Dimethyl-2-Cyclohexene-1-One) Derivatives Under Eco-Friendly Conditions. IRAN J SCI TECHNOL A 44:51–6410.1007/s40995-019-00786-2 ↗
66. Tajbakhsh M, Heidary M, Hosseinzadeh R (2016) Nano Fe/NaY zeolite: an efficient and reusable solid-supported catalyst for synthesis of 1-oxo-hexahydroxanthene and tetraketone derivatives. Res Chem Intermed 42:1425–143910.1007/s11164-015-2094-2 ↗