SYNTHESIS OF 1,4-BENZOXAZEPINES AND THEIR REARRANGEMENT INTO ISOQUINOLINES

被引：27

作者：

SCHENKER, K

机构：

[1] Chemische Forschungslaboratorien, Departementes Pharmazeutika CIBA AKTIENGESELLSCHAFT, Basel

来源：

HELVETICA CHIMICA ACTA | 1968年 / 51卷 / 03期

关键词：

D O I：

10.1002/hlca.19680510303

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The syntheses of 3‐phenyl‐5‐oxo‐4, 5‐dihydro‐1,4‐benzoxazepine (2) and ‐3‐phenyl‐5‐ethoxy‐1,4‐benzoxazepine (14) are described. 2 rearranges under the influence of sodamide into the isoquinoline derivatives 4, 5 and 6 respectively; 14 is converted quantitatively into 1‐ethoxy‐3‐phenyl‐4‐hydroxy‐isoquinoline (16) in boiling methanol, even in the absence of a strong base. Possible reaction mechanisms are discussed. Copyright © 1968 Verlag GmbH & Co. KGaA, Weinheim

引用

页码：413 / &

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