LeHavreV1, France, Analysis, bibRecord, 000F95

Synthesis of 1,3,4‐oxa(or thia)diazaheterocycles starting from 2‐(pyrrol‐1'‐y1)phthalimide

Identifieur interne : 000F95 ( France/Analysis ); précédent : 000F94; suivant : 000F96

Synthesis of 1,3,4‐oxa(or thia)diazaheterocycles starting from 2‐(pyrrol‐1'‐y1)phthalimide

Auteurs : Anita Guesdon [France] ; Alain Fogain-Ninkam [France] ; Bernard Decroix [France] ; Pierre Netchitaïlo [France]

Source :

Journal of Heterocyclic Chemistry [ 0022-152X ] ; 2001-11.

RBID : ISTEX:DF573FB083A92E5316F7EFCEFE9A7C6D9A51FA08

Abstract

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 isoin‐doles 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.

Url:

https://api.istex.fr/document/DF573FB083A92E5316F7EFCEFE9A7C6D9A51FA08/fulltext/pdf

DOI: 10.1002/jhet.5570380629

Affiliations:

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ISTEX:DF573FB083A92E5316F7EFCEFE9A7C6D9A51FA08

Le document en format XML

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Synthesis of 1,3,4‐oxa(or thia)diazaheterocycles starting from 2‐(pyrrol‐1'‐y1)phthalimide

Synthesis of 1,3,4‐oxa(or thia)diazaheterocycles starting from 2‐(pyrrol‐1'‐y1)phthalimide

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Abstract

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