Palladium-Catalyzed Intramolecular Coupling of 2-[(2-Pyrrolyl)silyl]aryl Triflates through 1,2-Silicon Migration

被引：88

作者：

Mochida, Kenji ^{[1
]}

Shimizu, Masaki ^{[1
]}

Hiyama, Tamejiro ^{[1
]}

机构：

[1] Kyoto Univ Katsura, Dept Chem Mat, Grad Sch Engn, Kyoto Univ,Nishikyo Ku, Kyoto 6158510, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2009年 / 131卷 / 24期

关键词：

DIRECT ARYLATION; FUNCTIONALIZATION; INDOLES;

D O I：

10.1021/ja901622b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Palladium-catalyzed intramolecular direct arylation of 2-[(2-pyrrolyl)silyl]aryl triflates gives 3,2'-siticon-bridged 2-arytindoles and -pyrroles in good to high yields. The reaction proceeds through cleavage of C-OTf, C-Si, and C-H bonds to result in the formation of C-C and C-Si bonds. Various kinds of functional groups such as OMe, CN, Cl, F, and SiMe3 tolerated the conditions. The new reaction allows synthesis of functionalized Si-bridged 2-arytindoles that emit intense and efficient blue fluorescence in the solid state.

引用

页码：8350 / +

页数：3

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