Copper iodide nanoparticles on poly(4-vinyl pyridine) as new and green catalyst for multicomponent click synthesis of 1,4-disubstituted-1,2,3-triazoles in water

被引：33
作者：
Albadi, Jalal [1 ]
Keshavarz, Mosadegh [1 ]
Abedini, Masoumeh [2 ]
Vafaie-nezhad, Masoumeh [3 ]
机构：
[1] Univ Technol, Behbahan, Iran
[2] Univ Guilan, Coll Sci, Dept Chem, Rasht, Iran
[3] Islamic Azad Univ, Gachsaran Branch, Dept Chem, Gachsaran, Iran
来源：
CHINESE CHEMICAL LETTERS | 2012年 / 23卷 / 07期
关键词：
Click chemistry; Poly(4-vinyl pyridine) supported; Nanoparticles; Copper(I) iodide; Triazoles; POLYMER-SUPPORTED REAGENTS; TERMINAL ALKYNES; CHEMISTRY; CYCLOADDITION; AZIDES; 1,2,3-TRIAZOLES; SCAVENGERS; DISCOVERY; CARBON; PHASE;
D O I：
10.1016/j.cclet.2012.05.009
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Poly(4-vinyl pyridine) supported nanoparticle of copper(I) iodide is reported as a green and recyclable catalyst for the regioselective synthesis of 1,4-disubstituted-1H-1,2,3-triazoles from benzyl halides, sodium azide and terminal alkynes in water. This catalyst can be recovered by simple filtration and recycled up to 8 consecutive runs without any loss of its efficiency. (C) 2012 Jalal Albadi. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
引用
收藏
页码：797 / 800
页数：4
相关论文
共 23 条
[1]   Multicomponent Synthesis of 1,2,3-Triazoles in Water Catalyzed by Copper Nanoparticles on Activated Carbon [J].
Alonso, Francisco ;
Moglie, Yanina ;
Radivoy, Gabriel ;
Yus, Miguel .
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) :3208-3214
[2]  
Astruc D., 2008, NANOPARTICLES CATALY
[3]   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
[4]   Polymer-Supported 1,5,7-Triazabicyclo[4.4.0]dec-5-ene as Polyvalent Ligands in the Copper-Catalyzed Huisgen 1,3-Dipolar Cycloaddition [J].
Coelho, Alberto ;
Diz, Paula ;
Caamano, Olga ;
Sotelo, Eddy .
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (07) :1179-1192
[5]   Polymer-supported triazenes as smart reagents for the alkylation of carboxylic acids [J].
Erb, B ;
Kucma, JP ;
Mourey, S ;
Struber, F .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (11) :2582-2588
[6]   Polymer resin library and the discovery of highly efficient polymer supported reagents and scavengers [J].
Galaffu, Nicola ;
Sechi, Gianluca ;
Bradley, Mark .
MOLECULAR DIVERSITY, 2005, 9 (04) :263-275
[7]   Substituent effects on the antibacterial activity of nitrogen-carbon-linked (azolylphenyl)oxazolidinones with expanded activity against the fastidious gram-negative organisms Haemophilus influenzae and Moraxella catarrhalis [J].
Genin, MJ ;
Allwine, DA ;
Anderson, DJ ;
Barbachyn, MR ;
Emmert, DE ;
Garmon, SA ;
Graber, DR ;
Grega, KC ;
Hester, JB ;
Hutchinson, DK ;
Morris, J ;
Reischer, RJ ;
Ford, CW ;
Zurenko, GE ;
Hamel, JC ;
Schaadt, RD ;
Stapert, D ;
Yagi, BH .
JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (05) :953-970
[8]   Copper Supported on the SiO2 Nanoparticle in Click Chemistry: An Alternative Catalytic System for Regioselective and One-Pot Synthesis of 1,2,3-Triazoles and β-Hydroxytriazoles [J].
Hashjin, Ciyabi Maryam ;
Ciyabi, Roghayeh ;
Baharloui, Maryam ;
Hosseini, Ghaffar ;
Tavakoli, Hamed .
CHINESE JOURNAL OF CHEMISTRY, 2012, 30 (02) :223-227
[9]   Synthesis of organic compounds using polymer-supported reagents, catalysts, and/or scavengers in benchtop flow systems [J].
Hodge, P .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2005, 44 (23) :8542-8553
[10]   KINETICS AND REACTION-MECHANISMS - SELECTED EXAMPLES FROM THE EXPERIENCE OF 40 YEARS [J].
HUISGEN, R .
PURE AND APPLIED CHEMISTRY, 1989, 61 (04) :613-628
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