Zipper-mode double C-H activation: Palladium-catalyzed direct construction of highly-fused heterocyclic systems

被引：44

作者：

Ohno, Hiroaki

Iuchi, Mutsumi

Fujii, Nobutaka

Tanaka, Tetsuaki

机构：

[1] Osaka Univ, Grad Sch Pharmaceut Sci, Suita, Osaka 5650871, Japan

[2] Kyoto Univ, Grad Sch Pharmaceut Sci, Sakyo Ku, Kyoto 6068501, Japan

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 23期

关键词：

D O I：

10.1021/ol702141r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Direct construction of fused aromatic ring systems by "zipper-mode" double C-H bond activation is described. Treatment of (Z)-3-bromo-N(2-bromo-3-phenylprop-2-enyl)aniline derivatives with a catalytic amount of Pd(OAc)(2) and PCy3 center dot HBF4 in the presence of Cs2CO3 in dioxane affords 4,5-naphtho[3,2,1-cd]indole derivatives in good yields. Introduction of heterocycles such as benzofuran, benzothiophene, or indole moieties into the substrates leads to the efficient construction of highly fused heterocyclic aromatic ring systems via C-H bond activation of the heteroaromatic rings.

引用

页码：4813 / 4815

页数：3

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