Urea-dithiocarbamic acid functionalized magnetic nanoparticles modified with Ch-Cl: Catalytic application for the synthesis of novel hybrid pyridones via cooperative geminal-vinylogous anomeric-based oxidation

被引:17
作者
Anizadeh, Mohammad Reza [1 ]
Zolfigol, Mohammad Ali [1 ]
Torabi, Morteza [1 ]
Yarie, Meysam [1 ]
Notash, Behrouz [2 ]
机构
[1] Bu Ali Sina Univ, Fac Chem, Dept Organ Chem, Hamadan 6517838683, Iran
[2] Shahid Beheshti Univ, Dept Inorgan Chem & Catalysis, Tehran, Iran
关键词
Anomeric effect; Anomeric-based oxidation; Deep eutectic solvent; Magnetic catalyst; Pyridone; Sulfonamide; Triazole; DEEP EUTECTIC SOLVENTS; DESIGN; DERIVATIVES; NANOMATERIALS; 2-PYRIDONES; PYRIDINES; TRIAZOLE; PHASE;
D O I
10.1016/j.molliq.2022.120016
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
This investigation was focused on the novel magnetic nanoparticles anchored deep eutectic solvent namely Fe3O4@SiO2@(CH2)3-urea-dithiocarbamic acid/Ch-Cl as a heterogeneous catalyst. The formation of the catalyst was confirmed by several techniques including FT-IR spectroscopy, FE-SEM, TEM, EDX, ele-mental mapping, TGA/DTG and VSM analysis. Fe3O4@SiO2@(CH2)3-urea-dithiocarbamic acid/Ch-Cl was applied as environmentally sustainable and recoverable catalyst for the synthesis of novel hybrid pyri-dones containing triazole and sulfonamide moieties. X-ray crystallography was also used for the accurate determination of the structure of hybrid pyridones. In addition, based on revealed results, pyridone iso-mer was solely confirmed compared to its relevant tautomer (pyridine). In the current study, cooperative geminal-vinylogous anomeric-based oxidation concept has been used for suggesting a plausible mecha-nism for the synthesis of target molecules. (c) 2022 Elsevier B.V. All rights reserved.
引用
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页数:11
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