Highly stereoselective synthesis, structure, and application of (E)-9-[2-(silyl)ethenyl]-9H-carbazoles

被引：24
|
作者：
Marciniec, B [1 ]
Majchrzak, M [1 ]
Prukala, W [1 ]
Kubicki, M [1 ]
Chadyniak, D [1 ]
机构：
[1] Adam Mickiewicz Univ, Fac Chem, Dept Organometall Chem, PL-60780 Poznan, Poland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 21期
关键词：
D O I：
10.1021/jo051629t
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(E)-N-(Silyl)vinylcarbazole has been easily prepared via a new catalytic route, silylative coupling (SC) of vinylcarbazole with vinyltrisubstituted silanes catalyzed by [RuH(Cl)(CO)(PCy3)(2)]. X-ray structures of two silylvinylcarbazoles as first N-vinylcarbazole derivatives have been resolved. The Pd-catalyzed Hiyama coupling reaction (also as the tandem reaction with SC) of synthesized (E)N-(triethoxysilyl)vinylcarbazole with iodobenzene has been performed to afford (E)-N-(phenylvinyl)carbazole with high yield and stereoselectivity.
引用
收藏
页码：8550 / 8555
页数：6
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