2-Ethynylpyridine-Promoted Rapid Copper(I) Chloride Catalyzed Azide-Alkyne Cycloaddition Reaction in Water

被引:29
|
作者
Hiroki, Hidekatsu [1 ]
Ogata, Kenichi [1 ]
Fukuzawa, Shin-ichi [1 ]
机构
[1] Chuo Univ, Inst Sci & Engn, Dept Appl Chem, Bunkyo Ku, Tokyo 1128551, Japan
关键词
cycloaddition; azides; alkynes; copper; heterocycles; CLICK CHEMISTRY; RUTHENIUM(II) COMPLEXES; TRIAZOLE; CYCLODEXTRIN;
D O I
10.1055/s-0032-1318488
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The copper(I) chloride catalyzed reaction of azides with alkynes in water at room temperature was promoted by the addition of a catalytic amount of 2-ethynylpyridine, affording the corresponding 1,4-disubstituted 1,2,3-triazoles in good yields after a specific reaction time. The catalytic system could be successfully applied to electron-rich, electron-poor, and sterically crowded substrates. A study of the additive effect of pyridine derivatives revealed that alkynyl and 2-pyridyl groups were essential for activating the copper catalyst.
引用
收藏
页码:843 / 846
页数:4
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