Synthesis of 1,3,4-oxa(or thia)diazaheterocycles starting from 2-(pyrrol-1′-yl)phthalimide

被引：2
|
作者：
Guesdon, A [1 ]
Fogain-Ninkam, A [1 ]
Decroix, B [1 ]
Netchitaïlo, P [1 ]
机构：
[1] Univ Havre, Unite Rech Chim Organ & Macromol, F-76058 Le Havre, France
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2001年 / 38卷 / 06期
关键词：
D O I：
10.1002/jhet.5570380629
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
1-(1,3-Dioxo-1,3-dihydro-2H-isoindol-2-yl)-1H-pyrrol-2 carbaldehyde 4 was synthesized by Vilsmeier-Haack reaction from 2-(pyrrol-1'-yl) phthalimide. Reduction of 4 by sodium borohydride, or action of Grignard reagents on 4 led to the corresponding alcohols 5 which were cyclized to pyrroloxadiazino isoindoles 1 by heating in the presence of silica gel. Transformation of the hydroxylactam 6 with acetic acid derivatives led to the esters 7 which gave, after saponification, pyrroloxa(or thia)diazepinoisoindolones 2 by intramolecular cyclization.
引用
收藏
页码：1441 / 1445
页数：5
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