Synthesis of 5-methylindole-4,7-quinone through a new construction of the functionalized indole ring based on the allene-mediated electrocyclic reaction involving the pyrrole [b]-bond

被引：0

作者：

Hirayama, M ^{[1
]}

Choshi, T ^{[1
]}

Kumemura, T ^{[1
]}

Tohyama, S ^{[1
]}

Nobuhiro, J ^{[1
]}

Hibino, S ^{[1
]}

机构：

[1] Fukuyama Univ, Fac Pharm & Pharmaceut Sci, Grad Sch Pharm & Pharmaceut Sci, Fukuyama, Hiroshima 7290292, Japan

来源：

HETEROCYCLES | 2004年 / 63卷 / 08期

关键词：

5-methylindole-4,7-quinone; indole synthesis; electrocyclic reaction; allenyl intermediate;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthesis of an indole ring based on an electrocyclic reaction of a 2-alkenyl-3-allenylpyrrole intermediate generating from 2-ethenyl-3-propargylpyrrole was established. A synthesis of 5-methylindole-4,7-quinone (1) was completed in seven steps from the 4-oxygenated 5-methylindole (13a). It was demonstrated that the structure of natural product (1), isolated from Dropella fragum, is not at least 5-methylindole-4,7-quinone (1).

引用

页码：1765 / +

页数：7

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