Palladium catalysts for highly selective Sonogashira reactions of aryl and heteroaryl bromides

被引:47
作者
Torborg, Christian [1 ]
Zapf, Alexander [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock eV, Leibniz Inst Katalyse, D-18059 Rostock, Germany
关键词
alkynes; heterocycles; homogeneous catalysis; palladium; phosphanes;
D O I
10.1002/cssc.200700004
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium catalysts have been studied for the Sonogashira-Hagihara coupling of aryl and heteroaryl bromides with terminal alkynes. Among the different biarylphosphines tested, 2-(di-tert-butylphosphino)-N-phenylindole (cataCXium Plntb) allows the efficient coupling of both activated and deactivated (hetero)aryl bromides in the presence of sodium tetrachloropalladate in tetramethylethylenediamine (TMEDA) at 80 degrees C. The catalyst system gives high turnover numbers (up to 14 100) and shows a broad tolerance towards functional groups such as OH and NH2, as well as heterocycles.
引用
收藏
页码:91 / 96
页数:6
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