Nucleophilic substitution reaction on the nitrogen of indole nucleus: Formation of 1-(indol-3-yl)indole upon reaction of 1-hydroxyindoles with indole in formic acid

被引：13

作者：

Somei, M ^{[1
]}

Yamada, F ^{[1
]}

Hayashi, T ^{[1
]}

Goto, A ^{[1
]}

Saga, Y ^{[1
]}

机构：

[1] Kanazawa Univ, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9200934, Japan

来源：

HETEROCYCLES | 2001年 / 55卷 / 03期

关键词：

1-hydroxyindole-3-acetamide; 1-hydroxymelatonin; 1-hydroxytryptophan; S(N)1 mechanism; S(N)2 mechanism;

D O I：

10.3987/COM-00-9135

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

1-(Indol-3-yl)indoles are obtained in excellent to good yields by the reaction of 1-hydroxyindoles with indole in 85% formic acid. Their structures are determined by X-Ray crystallographic analysis and chemical correlations. The unprecidented SN2 mechanism on the indole nitrogen is proposed.

引用

页码：457 / 460

页数：4

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