Gold-Catalyzed Intramolecular Alkyne Cycloisomerization Cascade: Direct Synthesis of Aryl-Annulated[a]carbazoles from Aniline-Substituted Diethynylarenes

被引：116

作者：

Hirano, Kimio ^{[1
]}

Inaba, Yusuke ^{[1
]}

Watanabe, Toshiaki ^{[1
]}

Oishi, Shinya ^{[1
]}

Fujii, Nobutaka ^{[1
]}

Ohno, Hiroaki ^{[1
]}

机构：

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

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2010年 / 352卷 / 2-3期

基金：

日本学术振兴会;

关键词：

alkynes; carbazoles; cascade reactions; gold catalysis; heterocycle synthesis; N-ARYLATION; INTERMOLECULAR REACTIONS; CARBAZOLE ALKALOIDS; DIRECT CONSTRUCTION; DOMINO CYCLIZATION; FACILE SYNTHESIS; INDOLES; HETEROCYCLES; DERIVATIVES; ACTIVATION;

D O I：

10.1002/adsc.200900880

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Aniline-substituted diethynylarenes, which are readily synthesized through Sonogashira coupling reactions from commercially available 1,2-dihaloarenes, directly produce aryl- and heteroaryl-annulated[a]carbazoles by the gold-catalyzed intramolecular cascade hydroamination/cycloisomerization without producing theoretical by-products. This new atom-economical route is easily applicable to various aryl-annulated[a]carbazoles containing an alkyl, aryl or ester substituent.

引用

页码：368 / 372

页数：5

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