Polymer-Supported 1,5,7-Triazabicyclo[4.4.0]dec-5-ene as Polyvalent Ligands in the Copper-Catalyzed Huisgen 1,3-Dipolar Cycloaddition

被引：74

作者：

Coelho, Alberto ^{[1
]}

Diz, Paula ^{[1
]}

Caamano, Olga ^{[2
]}

Sotelo, Eddy ^{[1
,2
]}

机构：

[1] Univ Santiago de Compostela, Fac Pharm, Inst Ind Pharm IFI, Santiago De Compostela 15782, Spain

[2] Univ Santiago de Compostela, Fac Pharm, Dept Organ Chem, Santiago De Compostela 15782, Spain

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2010年 / 352卷 / 07期

关键词：

catalysis; copper; cycloaddition; multicomponent reaction; supported catalysts; AZIDE-ALKYNE CYCLOADDITION; ONE-POT SYNTHESIS; CLICK-CHEMISTRY; IN-SITU; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; TERMINAL ALKYNES; PHASE SYNTHESIS; 3-PHASE TEST; SOLID-PHASE; LIGATION;

D O I：

10.1002/adsc.200900680

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

New supported catalysts for the Huisgen's [3 + 2] azide-alkyne cycloaddition have been prepared by immobilization of copper species on commercially available polymeric matrixes incorporating the 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) template. The synergic exploitation of the exceptional copper chelating ability and basicity profile of the TBD framework, in addition to ensuring effective immobilization and stabilization of copper species, allows the implementation of three-component strategies. The new catalytic systems enabled the development of regioselective, efficient, modular, mild and eco-friendly multicomponent syntheses of diversely decorated 1,2,3-triazoles, contributing to expand the scope and versatility of the Cu-catalyzed Huisgen 1,3-dipolar cycloaddition.

引用

页码：1179 / 1192

页数：14

共 81 条

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