REACTION OF BENZOCYCLOBUTENOXIDES WITH NITRILES - SYNTHESIS OF HYPECUMINE AND OTHER 3-SUBSTITUTED ISOQUINOLINES

被引：28

作者：

FITZGERALD, JJ ^{[1
]}

MICHAEL, FE ^{[1
]}

OLOFSON, RA ^{[1
]}

机构：

[1] PENN STATE UNIV,DEPT CHEM,UNIVERSITY PK,PA 16802

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 49期

关键词：

D O I：

10.1016/0040-4039(94)88462-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of benzocyclobuten-2-ols with MeLi affords o-tolualdehyde anions which in the presence of nitriles cyclize to 3-substituted isoquinolines. Examples include the synthesis of the alkaloid hypecumine from the precursors, 14 and 19 (1:1), in 50% yield.

引用

页码：9191 / 9194

页数：4

共 16 条

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