SYNTHESIS OF ELLIPTICINE AND OLIVACINE BY THE THERMAL ELECTROCYCLIC REACTION VIA PYRIDINE 3,4-QUINODIMETHANE INTERMEDIATES

被引：17

作者：

HIBINO, S

SUGINO, E

机构：

[1] Faculty of Pharmacy and Pharmaceutical Sciences, Fukuyama University, Hiroshima, 729-02, 985 Higashimura, Fukuyama

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1990年 / 27卷 / 06期

关键词：

D O I：

10.1002/jhet.5570270645

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of the antitumor alkaloids ellipticine 1 and olivacine 2 is reported. The route involves a thermal electrocyclic reaction of conjugated hexatriene system 4 derived from 2‐alkenylindole derivatives 5. Heating of the 2‐alkenylindole derivative 5b at 450–460° gave ellipticine 1 (30%) and 11‐demethylellipticine 14 (43%). In a similar manner, the thermolysis of the 2‐alkenylindole 5c afforded olivacine 2 (57%). Copyright © 1990 Journal of Heterocyclic Chemistry

引用

页码：1751 / 1755

页数：5

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