Green novel multicomponent synthesis and biological evaluation of new oxazolopyrazoloazepines and reduction of nitrophenols in the presence of Ag/Fe3O4/ZnO@MWCNT MNCs

被引:6
作者
Savari, Mehdi [1 ]
Varasteh-Moradi, Ali [1 ]
Sayyed-Alangi, S. Zahra [2 ]
Hossaini, Zinatossadat [3 ]
Mehrabian, Ramin Zafar [1 ]
机构
[1] Islamic Azad Univ, Dept Chem, Gorgan Branch, Gorgan, Golestan, Iran
[2] Islamic Azad Univ, Dept Chem, Azadshahr Branch, Azadshahr, Iran
[3] Islamic Azad Univ, Dept Chem, Qaemshahr Branch, Qaemshahr, Iran
关键词
Ag/Fe3O4/ZnO@MWCNT MNCs; Oxazolopyrazoloazepines; Multicomponent reaction; Alkyl bromide; Anilines; Oxalylchloride; ONE-POT SYNTHESIS; DOMINO REACTIONS; EFFICIENT SYNTHESIS; NATURAL-PRODUCTS; GROUND-STATES; ORGANIC-DYES; AERIAL PART; AB-INITIO; NANOPARTICLES; DERIVATIVES;
D O I
10.1007/s11030-022-10390-z
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In this research, new derivatives of oxazolopyrazoloazepines were synthesized in high yields using multicomponent reaction of anilines, oxalylchloride, alkyl bromides, activated acetylenic compounds, hydrazine and ethyl bromopyruvate in the presence of Ag/Fe3O4/ZnO@@MWCNT magnetic nanocomposite (MNCs) as a high-performance magnetic catalyst in ionic liquid at room temperature. The Ag/Fe3O4/ZnO@@MWCNT magnetic nanocomposites (MNCs) were synthesized using 1-octhyl-3-methyl imidazolium bromide ([OMIM]Br) as a stabilizer and soft template. Also, the catalytic activity of the Ag/Fe3O4/ZnO@MWCNT MNCs was evaluated in reduction of organic pollutants such as 4-nitrophenol (4-NP) in water at mild conditions. The results indicated that the biosynthesized nanocomposites (NCs) have high catalytic activity for organic pollutants within few seconds. Because of having benzazepine nucleus in the synthesized compounds, we investigate antioxidant property of some synthesized oxazolopyrazoloazepines by diphenyl-picrylhydrazine radical trapping and power of ferric reduction experiment. Short time of reaction, high yields of product, easy separation of catalyst and products are some advantages of this procedure. [GRAPHICS] .
引用
收藏
页码:3279 / 3294
页数:16
相关论文
共 109 条
[1]   Antioxidant activity of Kelussia odoratissima Mozaff. in model and food systems [J].
Ahmadi, Fatemeh ;
Kadivar, Mahdi ;
Shahedi, Mohammad .
FOOD CHEMISTRY, 2007, 105 (01) :57-64
[2]   Characterizations of B and N heteroatoms as substitutional doping on structure, stability, and aromaticity of novel heterofullerenes evolved from the smallest fullerene cage C20: a density functional theory perspective [J].
Amiri, Somayeh Soleimani ;
Koohi, Maryam ;
Mirza, Behrooz .
JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2016, 29 (10) :514-522
[3]   Saturated N, X-Heterocyclic Carbenes (X = N, O, S, P, Si, C, and B): Stability, Nucleophilicity, and Basicity [J].
Azizi, Zahra ;
Ghambarian, Mehdi ;
Rezaei, Mohammad A. ;
Ghashghaee, Mohammad .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2015, 68 (09) :1438-1445
[4]   Lipid peroxidation and cataracts: N-Acetylcarnosine as a therapeutic tool to manage age-related cataracts in human and in canine eyes [J].
Babizhayev M.A. ;
Deyev A.I. ;
Yermakova V.N. ;
Brikman I.V. ;
Bours J. .
Drugs in R & D, 2004, 5 (3) :125-139
[5]   Theoretical identification of structural heterogeneities of divalent nickel active sites in NiMCM-41 nanoporous catalysts [J].
Balar M. ;
Azizi Z. ;
Ghashghaee M. .
Journal of Nanostructure in Chemistry, 2016, 6 (4) :365-372
[6]   Microbial decolorization of textile-dye-containing effluents: A review [J].
Banat, IM ;
Nigam, P ;
Singh, D ;
Marchant, R .
BIORESOURCE TECHNOLOGY, 1996, 58 (03) :217-227
[7]   Ugi multicomponent reaction followed by an intramolecular nucleophilic substitution: Convergent multicomponent synthesis of 1-sulfonyl 1,4-diazepan-5-ones and of their benzo-fused derivatives [J].
Banfi, Luca ;
Basso, Andrea ;
Guanti, Giuseppe ;
Kielland, Nicola ;
Repetto, Claudio ;
Riva, Renata .
JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (06) :2151-2160
[8]   Multicomponent synthesis of 2-imidazolines [J].
Bon, RS ;
van Vliet, B ;
Sprenkels, NE ;
Schmitz, RF ;
de Kanter, FJJ ;
Stevens, CV ;
Swart, M ;
Bickelhaupt, FM ;
Groen, MB ;
Orru, RVA .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (09) :3542-3553
[9]   Cyclic sulfamidates as versatile lactam precursors. An evaluation of synthetic strategies towards (-)-aphanorphine [J].
Bower, John F. ;
Szeto, Peter ;
Gallagher, Timothy .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2007, 5 (01) :143-150
[10]   Surface Interactions of Glycerol with Acidic and Basic Metal Oxides [J].
Copeland, John R. ;
Santillan, Ivan A. ;
Schimming, Sarah McNew ;
Ewbank, Jessica L. ;
Sievers, Carsten .
JOURNAL OF PHYSICAL CHEMISTRY C, 2013, 117 (41) :21413-21425