Poly N,N-dimethylaniline-formaldehyde supported on silica-coated magnetic nanoparticles: a novel and retrievable catalyst for green synthesis of 2-amino-3-cyanopyridines

被引:34
作者
Asadbegi, Sajad [1 ]
Bodaghifard, Mohammad Ali [1 ,2 ]
Mobinikhaledi, Akbar [1 ]
机构
[1] Arak Univ, Fac Sci, Dept Chem, Arak, Iran
[2] Arak Univ, Inst Nanosciences, Nanotechnol, Arak, Iran
关键词
2-Amino-3-cyanopyridines; Magnetic nanoparticles; Multi-component reactions; Green synthesis; ONE-POT SYNTHESIS; IRON-OXIDE NANOPARTICLES; PYRIDINE-DERIVATIVES; MULTICOMPONENT; INHIBITORS; MALONONITRILE; EFFICIENT; HETEROCYCLES; CYCLIZATION; DISCOVERY;
D O I
10.1007/s11164-017-3200-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Preparation and application of novel and reusable magnetic nanoparticles with poly N,N-dimethylaniline-formaldehyde support as a heterogeneous basic catalyst have been described. The reported catalyst was characterized by Fourier transform infrared spectroscopy, scanning electron microscopy, X-ray diffraction patterns, transmission electron microscopy, energy dispersive X-ray spectroscopy, thermogravimetric analysis and vibrating sample magnetometry. The catalytic performance of this organic-inorganic hybrid nanomaterial has been studied for the green synthesis of 2-amino-3-cyanopyridine derivatives through one-pot four-component reactions. An eco-friendly method, short reaction time, high yield and easy work-up procedure are the advantages of this new methodology over earlier ones.
引用
收藏
页码:1629 / 1643
页数:15
相关论文
共 61 条
[1]   Modification of conditions for the selective preparation of 2-amino-3-cyano-4-phenylpyridines [J].
Alvarez-Perez, Monica ;
Marco-Contelles, Jose .
ARKIVOC, 2011, :283-296
[2]   Bis(4-pyridylamino)triazine-stabilized magnetite nanoparticles: preparation, characterization and application as a retrievable catalyst for the green synthesis of 4H-pyran, 4H-thiopyran and 1,4-dihydropyridine derivatives [J].
Bodaghifard, M. A. ;
Mobinikhaledi, A. ;
Asadbegi, S. .
APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (02)
[3]   Mild Synthesis of mono-, bis- and tris 1,2-Dihydrobenzo[4,5]imidazo[1,2-a]pyrimidine Derivatives Using Alkyl Disulfamic Acid Functionalized Magnetic Nanoparticles [J].
Bodaghifard, Mohammad A. ;
Faraki, Zahra ;
Karimi, Ali R. .
CURRENT ORGANIC CHEMISTRY, 2016, 20 (15) :1648-1654
[4]   (Triazinediyl)bis sulfamic acid-functionalized silica-coated magnetite nanoparticles: Preparation, characterization and application as an efficient catalyst for synthesis of mono-, bis-, tris- and spiro-perimidines [J].
Bodaghifard, Mohammad Ali ;
Asadbegi, Sajad ;
Bahrami, Zahra .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2017, 14 (02) :365-376
[5]   Mild and green synthesis of tetrahydrobenzopyran, pyranopyrimidinone and polyhydroquinoline derivatives and DFT study on product structures [J].
Bodaghifard, Mohammad Ali ;
Solimannejad, Mohammad ;
Asadbegi, Sajad ;
Dolatabadifarahani, Samira .
RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (02) :1165-1179
[6]   Dicarbonyliridium(I) complexes of pyridine ester ligands and their reactivity towards various electrophiles [J].
Bora, Dimpi ;
Deb, Biswajit ;
Fuller, Amy L. ;
Slawin, Alexandra M. Z. ;
Woollins, J. Derek ;
Dutta, Dipak Kumar .
INORGANICA CHIMICA ACTA, 2010, 363 (07) :1539-1546
[7]   Preparation of ultrafine silica- and PEG-coated magnetite particles [J].
Butterworth, MD ;
Illum, L ;
Davis, SS .
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2001, 179 (01) :93-102
[8]   Immobilization of albumin on aminosilane modified superparamagnetic magnetite nanoparticles and its characterization [J].
Can, Keziban ;
Ozmen, Mustafa ;
Ersoz, Mustafa .
COLLOIDS AND SURFACES B-BIOINTERFACES, 2009, 71 (01) :154-159
[9]   Increasing the Reactivity of Nitrogen Catalysts [J].
De Rycke, Nicolas ;
Couty, Francois ;
David, Olivier R. P. .
CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (46) :12852-12871
[10]   Discovery of structurally diverse HIV-1 integrase inhibitors based on a chalcone pharmacophore [J].
Deng, Jinxia ;
Sanchez, Tino ;
Al-Mawsawi, Laith Q. ;
Dayam, Raveendra ;
Yunes, Rosendo A. ;
Garofalo, Antonio ;
Bolger, Michael B. ;
Neamati, Nouri .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (14) :4985-5002