ISOQUINOLINES .8. ETHYLENE-OXIDE MEDIATED CONVERSION OF ISOQUINOLINES TO ISOQUINOLONES AND OXAZOLIDINES - ITS EXTENSION TO RELATED NITROGEN-HETEROCYCLES

被引：9

作者：

FILER, CN ^{[1
]}

GRANCHELLI, FE ^{[1
]}

PERRI, P ^{[1
]}

NEUMEYER, JL ^{[1
]}

机构：

[1] NORTHEASTERN UNIV,COLL PHARM & ALLIED HLTH PROFESS,DEPT MED CHEM & PHARMACOL,BOSTON,MA 02115

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 02期

关键词：

D O I：

10.1021/jo01316a026

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of l-(3-methoxy-2-nitrobenzyl)isoquinoline (lb) with ethylene oxide in acetic acid afforded stable 10b-(3-methoxy-2-nitrobenzyl)oxazolo[2, 3-a]isoquinoline (3b). Similarly, 1-cyanoisoquinoline (lc) yielded AM2-hydroxyethyl)-l-isoquinolone (6a) and A-(2-acetoxyethyl)-l-isoquinolone (6b). In the latter instance no competitive formation of lactone 4 was observed. When quinoline was treated with ethylene oxide in acetic acid, novel labile 10b/H-oxazolo[3, 2-a]quinoline (7) was obtained, but similar treatment of 2-methylquinoline gave no reaction. © 1979, American Chemical Society. All rights reserved.

引用

页码：285 / 287

页数：3

共 14 条

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