Recent developments in copper nanoparticle-catalyzed synthesis of 1,4-disubstituted 1,2,3-triazoles in water

被引：25

作者：

Lal, Kashmiri ^{[1
]}

Rani, Poonam ^{[1
]}

机构：

[1] Guru Jambheshwar Univ Sci & Technol, Dept Chem, Hisar 125001, Haryana, India

来源：

ARKIVOC | 2016年

关键词：

Click chemistry; copper nanoparticles; 1,4-disubstituted 1,2,3-triazoles; green chemistry; heterogeneous catalysis; AZIDE-ALKYNE CYCLOADDITION; MULTICOMPONENT CLICK SYNTHESIS; SURFACE ORGANOMETALLIC CHEMISTRY; ONE-POT SYNTHESIS; TERMINAL ALKYNES; 1,3-DIPOLAR CYCLOADDITION; RECYCLABLE CATALYST; HETEROGENEOUS CATALYST; IODIDE NANOPARTICLES; REUSABLE CATALYST;

D O I：

10.3998/ark.5550190.p009.593

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Cu(I)-catalyzed 1,3-dipolar cycloaddition between terminal alkynes and organic azides generating 1,4-disubstituted 1,2,3-triazoles has attracted considerable attention owing to its consistency, specificity, and biocompatibility. Copper nanoparticles supported on various supports such as agarose, cellulose, chitosan, charcoal, activated carbon, silica gel, aminoclay, polymer support like poly(styrene-co-maleimide) (SMI) and polyvinylpyrrolidone (PVP) have been utilized as heterogeneous catalyst for the synthesis of 1,2,3-triazoles. This review summarizes various straightforward and efficient methods for the regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles utilizing supported copper nanoparticles as a source of the heterogeneous catalytic species and water as solvent.

引用

页码：307 / 341

页数：35

共 95 条

[1] Click Chemistry: 1,2,3-Triazoles as Pharmacophores [J].

Agalave, Sandip G. ;

Maujan, Suleman R. ;

Pore, Vandana S. .

CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (10) :2696-2718

[2] Copper iodide nanoparticles on poly(4-vinyl pyridine): A new and efficient catalyst for multicomponent click synthesis of 1,4-disubstituted-1,2,3-triazoles in water [J].

Albadi, Jalal ;

Keshavarz, Mosadegh ;

Shirini, Farhad ;

Vafaie-nezhad, Masoumeh .

CATALYSIS COMMUNICATIONS, 2012, 27 :17-20

[3] (DHQD)2PHAL ligand-accelerated Cu-catalyzed azide-alkyne cycloaddition reactions in water at room temperature [J].

Ali, Abdul Aziz ;

Chetia, Mitali ;

Saikia, Prakash J. ;

Sarma, Diganta .

RSC ADVANCES, 2014, 4 (110) :64388-64392

[4] Copper Nanoparticles in Click Chemistry [J].

Alonso, Francisco ;

Moglie, Yanina ;

Radivoy, Gabriel .

ACCOUNTS OF CHEMICAL RESEARCH, 2015, 48 (09) :2516-2528

[5] MULTICOMPONENT CLICK SYNTHESIS OF POTENTIALLY BIOLOGICALLY ACTIVE TRIAZOLES CATALYSED BY COPPER NANOPARTICLES ON ACTIVATED CARBON IN WATER [J].

Alonso, Francisco ;

Moglie, Yanina ;

Radivoy, Gabriel ;

Yus, Miguel .

HETEROCYCLES, 2012, 84 (02) :1033-1044

[6] Multicomponent Click Synthesis of 1,2,3-Triazoles from Epoxides in Water Catalyzed by Copper Nanoparticles on Activated Carbons [J].

Alonso, Francisco ;

Moglie, Yanina ;

Radivoy, Gabriel ;

Yus, Miguel .

JOURNAL OF ORGANIC CHEMISTRY, 2011, 76 (20) :8394-8405

[7] Click chemistry from organic halides, diazonium salts and anilines in water catalysed by copper nanoparticles on activated carbon [J].

Alonso, Francisco ;

Moglie, Yanina ;

Radivoy, Gabriel ;

Yus, Miguel .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (18) :6385-6395

[8] 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

[9] Green Chemistry: Principles and Practice [J].

Anastas, Paul ;

Eghbali, Nicolas .

CHEMICAL SOCIETY REVIEWS, 2010, 39 (01) :301-312

[10] Click Dendrimers and Triazole-Related Aspects: Catalysts, Mechanism, Synthesis, and Functions. A Bridge between Dendritic Architectures and Nanomaterials [J].

Astruc, Didier ;

Liang, Liyuan ;

Rapakousiou, Amalia ;

Ruiz, Jaime .

ACCOUNTS OF CHEMICAL RESEARCH, 2012, 45 (04) :630-640

← 1 2 3 4 5 6 7 8 9 10 →