Multicomponent Reactions Synthesis of Triaryl-1H Imidazoles Using Reductive-oxidative Reactions by MnO2-FeSO4 as a Catalyst
محورهای موضوعی :Ali A.Raheem 1 , Ali T.Saleh 2
1 - University of Misan, college of Sciences, Chemistry department, Misan,62001, Iraq
2 - University of Misan, college of Sciences, Chemistry department, Misan,62001, Iraq
کلید واژه: catalyst, Multicomponent reactions, Triaryl-1H Imidazoles, Reductive-oxidative, MnO2-FeSO4,
چکیده مقاله :
The study's chief purpose is to investigate multicomponent reactions synthesis of triaryl-1h imidazoles using reductive-oxidative reactions by MnO2 - FeSO4 as a catalyst.Some novel substituted imidazoles have been synthesized using MCRs, one-pot synthesis, and MnO2/FeSO4 as a catalyst; the method involves the reaction of benzil, aromatic aldehyde, and ammonium acetate in the presence of MnO2/FeSO4 as a reductive-oxidative catalyst under mild conditions. the obtained compounds were nontoxic, excellent yields, and environmentally friendly. The compounds were elucidated using IR and 1H-NMR spectra. To satisfy the aim of the study, Reactions have been performed simply by mixing 1,2-diketone with an aldehyde and ammonium acetate in the presence of the catalytic reagent of MnO2/FeSO4. The mixture was prepared by ground them together in a mortar with a pestle at room temperature for several minutes; after that, they purified by column chromatography, 2,4,5-triaryl substituted imidazole derivatives were obtained in excellent yields.
1.Shitole N.V., 2020. An Environmentally Benign Synthesis of 2, 4, 5-Triaryl-1H-Imidazoles via Multi-Component Reactions and Its Medicinal Importance. In Green Chemistry and Sustainable Technology. Apple Academic Press. 19(7), 213-233.
2.Tayebee R., Gohari A., 2020. The dual role of ammonium acetate as reagent and catalyst in the synthesis of 2, 4, 5-triaryl-1H-imidazoles. Eurasian Chemical Communications. 2(5), 581-586.
3.Al Munsur A.Z., Roy H.N., Imon M.K. 2020. Highly efficient and metal-free synthesis of tri-and tetrasubstituted imidazole catalyzed by 3-picolinic acid. Arabian Journal of Chemistry. 13(12), 8807-8814.
4. Gebre S.H., 2021. Recent developments in the fabrication of magnetic nanoparticles for the synthesis of trisubstituted pyridines and imidazoles: A green approach. Synthetic Communications. 1-31.
5.Zayed M., Abdallah M.A., 2019. Structure investigation of solid ion pairs of three azole drugs-Rose Bengal using different spectroscopic techniques and Their Biological Activities. Egyptian Journal of Chemistry. 62(11), 2143-2162.
6.Hafez H.N., 2017. Microwave-Assisted Synthesis and Cytotoxicity Evaluation of Some Novel Pyrazole Containing Imidiazole, Pyrazole, Oxazole, Thiadiazole and Benzochromene derivatives. Egyptian Journal of Chemistry. 60(6), 1015-1028.
7.Nessim M.I., 2017. Synthesis and Applications of Pyridazinones for Base Oil Improvement. Egyptian Journal of Chemistry. 60(1), 129-147.
8.Sharma B.K., Singh P.S., Kamble R., 2020. Imidazoanthraquinone - triarylamines based Chromofluorogenic Chemosensors for Anion Sensing. Progress in Chemical and Biochemical Research 3(4), 296-318.
9.Dasgupta H.R., Mukherjee S., ghosh P., 2021. One Pot Reductive Synthesis of Benzimidazole Derivatives from 2-Nitro Aniline and Aromatic Aldehydes Using Zn/NaHSO3 in Water Medium. Prog Chem Biochem Res. 4(1), 57-67.
10.Arekhi M., Terry L.G., John G.F., Al-Khayat J.A., Castillo A.B., Vethamony P., Clement T.P. 2020. Field and laboratory investigation of tarmat deposits found on Ras Rakan Island and northern beaches of Qatar. Science of The Total Environment. 735, 139516-13879.
11.Hosseinpour J., Mahdavy-Moghaddam H., 2020. Computational study of magnetic field effects on the nozzle of hydrogen micro flame. Combustion and Flame. 220, 247-256.
12.Rajbongshi K.K., Ambala S., Govender T., Kruger H.G., Arvidsson P.I., Naicker T., 2020. Microwave-Accelerated N-Acylation of Sulfoximines with Aldehydes under Catalyst-Free Conditions. Synthesis. 52(08), 1279-1286.
13.Perez Beltran S., Cao X., Zhang J.G., Balbuena P.B., 2020. Localized High Concentration Electrolytes for High Voltage Lithium–Metal Batteries: Correlation between the Electrolyte Composition and Its Reductive/Oxidative Stability. Chemistry of Materials. 32(14), 5973-5984.
14.Dell’Armi E., Zeppilli M., Matturro B., Rossetti S., Petrangeli Papini M., Majone M., 2021. Effects of the Feeding Solution Composition on a Reductive/Oxidative Sequential Bioelectrochemical Process for Perchloroethylene Removal. Processes. 9(3), 405-418.
15.Büter L., Frensemeier L.M., Vogel M., & Karst U., 2017. Dual reductive/oxidative electrochemistry/liquid chromatography/mass spectrometry: Towards peptide and protein modification, separation and identification. Journal of Chromatography A. 1479, 153-160.