Mild Pd/Cu-Catalyzed Sila- Sonogashira Coupling of (Hetero)aryl Bromides with (Hetero)arylethynylsilanes under PTC Conditions

被引:28
作者
Bellina, Fabio [1 ]
Lessi, Marco [1 ]
机构
[1] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
关键词
Sonogashira reaction; palladium; alkynylsilanes; diarylethynes; copper; phase-transfer catalysis; COPPER-FREE; ARYL IODIDES; AMBIENT CONDITIONS; ROOM-TEMPERATURE; TERMINAL ALKYNES; IONIC LIQUIDS; HECK REACTION; IN-SITU; ALKYNYLSILANES; WATER;
D O I
10.1055/s-0031-1290601
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The palladium/copper cocatalyzed sila-Sonogashira reaction of (hetero)arylethynysilanes with (hetero) aryl bromides in toluene and water at 40 degrees C under PTC conditions gave the required di(hetero)arylethynes in moderate to high yields. Activated, deactivated and ortho-substituted (hetero) aryl bromides are well tolerated. This protocol also allowed the preparation of symmetrical diarylethynes by double arylation of 1,2-bis(trimethylsilyl)ethyne.
引用
收藏
页码:773 / 777
页数:5
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