Preparation, characterization and application of MgFe2O4/Cu nanocomposite as a new magnetic catalyst for one-pot regioselective synthesis of β-thiol-1,4-disubstituted-1,2,3-triazoles

被引:21
作者
Eisavi, Ronak [1 ]
Naseri, Kazhal [1 ]
机构
[1] Payame Noor Univ, Dept Chem, POB 19395-3697, Tehran, Iran
关键词
EFFICIENT HETEROGENEOUS CATALYST; IRON-OXIDE NANOPARTICLES; 3-COMPONENT SYNTHESIS; BIOLOGICAL EVALUATION; COPPER NANOPARTICLES; ARSENIC REMOVAL; GREEN SYNTHESIS; CLICK SYNTHESIS; 1,2,3-TRIAZOLES; DERIVATIVES;
D O I
10.1039/d1ra01588e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Magnesium ferrite magnetic nanoparticles were synthesized by a solid-state reaction of magnesium nitrate, hydrated iron(iii) nitrate, NaOH and NaCl salts and then calcined at high temperatures. In order to prevent oxidation and aggregation of magnesium ferrite particles, and also for preparing a new catalyst of supported copper on the magnetic surface, the MgFe2O4 was covered by copper nanoparticles in alkaline medium. Magnetic nanoparticles of MgFe2O4/Cu were successfully obtained. The structure of the synthesized magnetic nanoparticles was identified using XRD, TEM, EDS, FT-IR, FESEM and VSM techniques. The prepared catalyst was used in the three component one-pot regioselective synthesis of 1,2,3-triazoles in water. The various thiiranes bearing alkyl, allyl and aryl groups with terminal alkynes, and sodium azide in the presence of the MgFe2O4/Cu nanocatalyst were converted to the corresponding beta-thiolo/benzyl-1,2,3-triazoles as new triazole derivatives. The effects of different factors such as time, temperature, solvent, and catalyst amount were investigated, and performing the reaction using 0.02 g of catalyst in water at 60 degrees C was chosen as the optimum conditions. The recovered catalyst was used several times without any significant change in catalytic activity or magnetic property.
引用
收藏
页码:13061 / 13076
页数:16
相关论文
共 58 条
[11]   Synthesis, HIV-RT inhibitory activity and SAR of 1-benzyl-1H-1,2,3-triazole derivatives of carbohydrates [J].
da Silva, Fernando de C. ;
de Souza, Maria Cecilia B. V. ;
Frugulhetti, Izabel I. P. ;
Castro, Helena C. ;
Souza, Silmara L. de O. ;
de Souza, Thiago Moreno L. ;
Rodrigues, Diego Q. ;
Souza, Alessandra M. T. ;
Abreu, Paula A. ;
Passamani, Fabiana ;
Rodrigues, Carlos R. ;
Ferreira, Vitor F. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (01) :373-383
[12]   Transition metal catalyzed asymmetric multicomponent reactions of unsaturated compounds using organoboron reagents [J].
Das, Kanak Kanti ;
Manna, Samir ;
Panda, Santanu .
CHEMICAL COMMUNICATIONS, 2021, 57 (04) :441-459
[13]   CoFe2O4/Cu(OH)2 magnetic nanocomposite: an efficient and reusable heterogeneous catalyst for one-pot synthesis of β-hydroxy-1,4-disubstituted-1,2,3-triazoles from epoxides [J].
Eisavi, Ronak ;
Karimi, Asmar .
RSC ADVANCES, 2019, 9 (51) :29873-29887
[14]   ZnFe2O4 nanoparticles: A green and recyclable magnetic catalyst for fast and regioselective conversion of epoxides to vicinal hydroxythiocyanates using NH4SCN under solvent-free conditions [J].
Eisavi, Ronak ;
Alifam, Somayieh .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2018, 193 (04) :211-217
[15]   A green method for solvent-free conversion of epoxides to thiiranes using NH4SCN in the presence of NiFe2O4 and MgFe2O4 magnetic nanocatalysts [J].
Eisavi, Ronak ;
Ahmadi, Fatemeh ;
Ebadzade, Behrooz ;
Ghadernejad, Seiran .
JOURNAL OF SULFUR CHEMISTRY, 2017, 38 (06) :614-624
[16]   Magnetically separable nano CuFe2O4: an efficient and reusable heterogeneous catalyst for the green synthesis of thiiranes from epoxides with thiourea [J].
Eisavi, Ronak ;
Ghadernejad, Seiran ;
Zeynizadeh, Behzad ;
Aminzadeh, Farkhondeh Mohammad .
JOURNAL OF SULFUR CHEMISTRY, 2016, 37 (05) :537-545
[17]   A green protocol for rapid and efficient conversion of epoxides to thiiranes using alumina immobilized thiourea at solvent-free conditions [J].
Eisavi, Ronak ;
Zeynizadeh, Behzad .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2016, 191 (01) :65-69
[18]   Click approach to the three-component synthesis of novel β-hydroxy-1,2,3-triazoles catalysed by new (Cu/Cu2O) nanostructure as a ligand-free, green and regioselective nanocatalyst in water [J].
Esmaeili-Shahri, Hadi ;
Eshghi, Hossein ;
Lari, Jalil ;
Rounaghi, Seyyed Amin .
APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (01)
[19]  
Guan LP, 2007, J PHARM PHARM SCI, V10, P254
[20]   Synthesis and surface engineering of iron oxide nanoparticles for biomedical applications [J].
Gupta, AK ;
Gupta, M .
BIOMATERIALS, 2005, 26 (18) :3995-4021