Five-component domino synthesis of tetrahydropyridines using hexagonal PbCr x Fe12-x O19 as efficient magnetic nanocatalyst

被引：61

作者：

Sobhani-Nasab, Ali ^{[1
]}

Ziarati, Abolfazl ^{[2
]}

Rahimi-Nasrabadi, Mehdi ^{[3
,4
]}

Ganjali, Mohammad Reza ^{[5
]}

Badiei, Alireza ^{[2
]}

机构：

[1] Islamic Azad Univ, Arak Branch, Young Researchers & Elites Club, Arak, Iran

[2] Univ Tehran, Sch Chem, Coll Sci, Tehran, Iran

[3] Baqiyatallah Univ Med Sci, Fac Pharm, Tehran, Iran

[4] Imam Hossein Univ, Dept Chem, Tehran, Iran

[5] Univ Tehran, Ctr Excellence Electrochem, Fac Chem, Tehran, Iran

来源：

RESEARCH ON CHEMICAL INTERMEDIATES | 2017年 / 43卷 / 11期

关键词：

Hexaferrites; Nanocatalyst; Multicomponent reaction; Tetrahydropyridines; HIGHLY FUNCTIONALIZED PIPERIDINES; COST IONIC LIQUID; ONE-POT SYNTHESIS; PHOTOCATALYTIC ACTIVITY; ULTRASONIC IRRADIATION; CATALYTIC-ACTIVITY; FERRITE SYNTHESIS; NANOPARTICLES; NANOCOMPOSITES; TEMPERATURE;

D O I：

10.1007/s11164-017-2982-8

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Hexagonal PbCr (x) Fe12-x O-19 nanostructures were prepared through a sol-gel autocombustion (SGAC) method using malonic acid as fuel. Scanning electron microscopy (SEM), transmission electron microscopy (TEM), Fourier-transform infrared (FT-IR) spectroscopy, X-ray diffraction (XRD) analysis, and vibrating-sample magnetometry were used as tools to study the structure, morphology, and composition of the nanostructures. The optimal product was further evaluated as a reusable magnetic catalyst in a five-component reaction for synthesis of highly functionalized tetrahydropyridines (HF-THP). All reactions completed in short time and all products were obtained in good yield in presence of the magnetic nanocatalyst. Besides, it was found that PbCr (x) Fe12-x O-19 could be recovered five times, without any noticeable loss in catalytic activity.

引用

页码：6155 / 6165

页数：11

共 36 条

[1] L-Proline nitrate: a recyclable and green catalyst for the synthesis of highly functionalized piperidines [J].

Agrawal, Nikita R. ;

Bahekar, Sandeep P. ;

Sarode, Prashant B. ;

Zade, Sanjio S. ;

Chandak, Hemant S. .

RSC ADVANCES, 2015, 5 (58) :47053-47059

[2] Template-free preparation and characterization of nanocrystalline ZnO in aqueous solution of [EMIM][EtSO4] as a low-cost ionic liquid using ultrasonic irradiation and photocatalytic activity [J].

Barzegar, M. ;

Habibi-Yangjeh, A. ;

Behboudnia, M. .

JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS, 2009, 70 (10) :1353-1358

[3] Synthesis of manganese oxide nanocrystal by ultrasonic bath: Effect of external magnetic field [J].

Bastami, Tahereh Rohani ;

Entezari, Mohammad H. .

ULTRASONICS SONOCHEMISTRY, 2012, 19 (04) :830-840

[4] CuI-catalyzed alkyne-azide "click" cycloadditions from a mechanistic and synthetic perspective [J].

Bock, VD ;

Hiemstra, H ;

van Maarseveen, JH .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (01) :51-68

[5] Bismuth nitrate-catalyzed multicomponent reaction for efficient and one-pot synthesis of densely functionalized piperidine scaffolds at room temperature [J].

Brahmachari, Goutam ;

Das, Suvankar .

TETRAHEDRON LETTERS, 2012, 53 (12) :1479-1484

[6] Solvent-free silica-promoted multicomponent condensation: synthesis of highly functionalized piperidines [J].

Das, Sudarshan ;

Bagdi, Avik Kumar ;

Santra, Sougata ;

Majee, Adinath ;

Hajra, Alakananda .

RESEARCH ON CHEMICAL INTERMEDIATES, 2015, 41 (09) :6749-6763

[7] Microwave-assisted preparation of nanocrystalline ZnS in aqueous solutions of [EMIM][EtSO4] as a low-cost ionic liquid, and its characterization and photocatalytic properties [J].

Esmaili, M. ;

Habibi-Yangjeh, A. .

PHYSICA STATUS SOLIDI A-APPLICATIONS AND MATERIALS SCIENCE, 2009, 206 (11) :2529-2535

[8] Nano-magnetite (Fe3O4) as a support for recyclable catalysts in the development of sustainable methodologies [J].

Gawande, Manoj B. ;

Branco, Paula S. ;

Varma, Rajender S. .

CHEMICAL SOCIETY REVIEWS, 2013, 42 (08) :3371-3393

[9] Synthesis and structure-activity relationships of potential anticonvulsants based on 2-piperidinecarboxylic acid and related pharmacophores [J].

Ho, B ;

Crider, AM ;

Stables, JP .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (03) :265-286

[10] Synthesis of sulfonated carbon-based solid acid as a novel and efficient nanocatalyst for the preparation of highly functionalized piperidines and acylals: a DFT study [J].

Hoseinabadi, Zahra ;

Pourmousavi, Seied Ali ;

Zamani, Mahdi .

RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (06) :6105-6124

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