A Highly Active Catalyst for Huisgen 1,3-Dipolar Cycloadditions Based on the Tris(triazolyl)methanol-Cu(I) Structure

被引:202
作者
Oezcubukcu, Salih [1 ]
Ozkal, Erhan [1 ]
Jimeno, Ciril [1 ]
Pericas, Miquel A. [1 ,2 ]
机构
[1] Inst Chem Res Catalonia ICIQ, Tarragona 43007, Spain
[2] Univ Barcelona, Dept Quim Organ, Barcelona 08080, Spain
关键词
AZIDE-ALKYNE CYCLOADDITION; CHIRAL LIGANDS; OPTIMIZATION; ADDITIONS; POLYMER; DESIGN; FAMILY; WATER;
D O I
10.1021/ol9018776
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new tris(1-benzyl-1H-1,2,3-triazol-4-yl)methanol ligand 3 has been prepared by a triple Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC). Ligand 3 forms a stable complex with CuCl, which catalyzes the Huisgen 1,3-dipolar cycloaddition on water or under neat conditions. Low catalyst loadings, short reaction times at room temperature, and compatibility with free amino groups make 3-CuCl an outstanding catalyst for CuAAC.
引用
收藏
页码:4680 / 4683
页数:4
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