Gold-catalyzed reactions of 2-alkynyl-phenylamines with α,β-enones

被引：163

作者：

Alfonsi, M ^{[1
]}

Arcadi, A ^{[1
]}

Aschi, M ^{[1
]}

Bianchi, G ^{[1
]}

Marinelli, F ^{[1
]}

机构：

[1] Univ Aquila, Dipartimento Chim Ingn Chim & Mat, Fac Sci, I-67010 Capitol, AQ, Italy

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 06期

关键词：

D O I：

10.1021/jo047793i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The gold-catalyzed reaction of 2-alkynyl-phenylamines with alpha,beta-enones represents a new general one-pot entry into C-3-alkyl-indoles by sequential reactions. Gold-catalyzed sequential cyclization/alkylation, N-alkylation/cyclization, or N-alkylation/cyclization/alkylation reactions leading to different indoles can be directed by changing the 2-alkynyl-phenylamine 1/alpha,beta-enone 3 ratio and the reaction temperature. Unusual gold-catalyzed rearrangement reaction of indoles are observed at 140 degrees C. New gold-catalyzed formation of propargyl-alkyl ether under mild conditions and the hydration reaction of N-acetyl-2-ethynyl-phenylamine are reported.

引用

页码：2265 / 2273

页数：9

共 123 条

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