SiO2-NHC-Cu(I): an efficient and reusable catalyst for [3+2] cycloaddition of organic azides and terminal alkynes under solvent-free reaction conditions at room temperature

被引:112
作者
Li, Pinhua [1 ]
Wang, Lei [1 ,2 ]
Zhang, Yicheng [1 ]
机构
[1] Huaibei Coal Teachers Coll, Dept Chem, Huaibei 235000, Anhui, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
SiO2-NHC-Cu(1); 3+2] Cycloaddition; Recyclable; Organic azides; Alkynes; Solvent-free;
D O I
10.1016/j.tet.2008.09.021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel SiO2-NHC-Cu(I) 3b was developed and used as a highly efficient catalyst for [3+2] cycloaddition of organic azides and terminal alkynes. In the presence of SiO2-NHC-Cu(I) 3b (1 mol %), the reactions of terminal alkynes with organic azides underwent smoothly to generate the corresponding regiospecific 1,4-disubstituted 1,2,3-triazoles in excellent yields under solvent-free reaction conditions at room temperature. Furthermore, catalyst 3b was quantitatively recovered from the reaction mixture by a simple filtration and reused for 10 cycles without loss of its activity. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10825 / 10830
页数:6
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