A highly effective Pd/Cu-catalyzed coupling reaction of terminal alkynes with organic halides promoted by tetrabutylammonium fluoride or hydroxide

被引：0
|
作者：
Mori, A [1 ]
Shimada, T [1 ]
Kondo, T [1 ]
Sekiguchi, A [1 ]
机构：
[1] Tokyo Inst Technol, Chem Resources Lab, Yokohama, Kanagawa 2268503, Japan
来源：
SYNLETT | 2001年 / 05期
关键词：
Sonogashira-Hagihara coupling; Pd/Cu catalyst; terminal alkynes; tetrabutylammonium fluoride; tetrabutylammonium hydroxide; polycondensation;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Coupling reaction of terminal alkynes catalyzed by Pd/ Cu with several organic electrophiles is shown to proceed by use of tetrabutylammonium fluoride (TBAF) or tetrabutylammonium hydroxide(TBAOH) as an activator. Treatment of l-octyne and 4-methoxy-iodobenzene in the presence of 2.0 equiv of TBAOH, 1 mol% of PdCl2(PPh3)(3), and 2 mol% of Cul affords: 1-phenyl-1-octyne in 98% yield after stirring at room temperature for 1 h. The new coupling reaction is also applied to polymer synthesis via polycondensation of a diyne and a diiodoarene.
引用
收藏
页码：649 / 651
页数：3
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