Efficient one-pot click synthesis of β-hydroxy-1,2,3-triazoles catalyzed by copper(I)@phosphorated SiO2 via multicomponent reaction in aqueous media

被引:54
|
作者
Naeimi, Hossein [1 ]
Nejadshafiee, Vajihe [1 ]
机构
[1] Univ Kashan, Dept Organ Chem, Fac Chem, Kashan 87317, Iran
关键词
COPPER NANOPARTICLES; 1,2,3-TRIAZOLES; WATER; CHEMISTRY; CARBON; AZIDE; CYCLOADDITION; EPOXIDES;
D O I
10.1039/c4nj00909f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Copper(I)-modified SiO2, in particular Cu(I)@phosphorated SiO2 (CPSi) has been found to effectively catalyze the multi-component synthesis of beta-hydroxy-1,2,3-triazoles from a variety of epoxides and alkynes in water. This novel heterogeneous catalyst is easily recycled and reused several times. The formation of the product proceeds in two reaction steps in one pot through a mechanism that involves in situ generated organic azide intermediate, followed by rapid ring closure of this intermediate with terminal alkynes to form b-hydroxy-1,2,3-triazole derivatives. The pure products were obtained in significantly high yields and short reaction times.
引用
收藏
页码:5429 / 5435
页数:7
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