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Synthesis of 1,2‐oxazaheterocycles containing an isoindolone moiety from N‐Hydroxyphthalimide

Identifieur interne : 001091 ( France/Analysis ); précédent : 001090; suivant : 001092

Synthesis of 1,2‐oxazaheterocycles containing an isoindolone moiety from N‐Hydroxyphthalimide

Auteurs : Alexander Bartovic [Slovaquie] ; Bernard Decroix [France] ; P. Netchitaïlo [France]

Source :

RBID : ISTEX:6BF0BB528AF9923BA185C6ECC8196424E0581694

Abstract

Syntheses of the isoindolobenzoxazinone 1a and thienoxazinoisoindolones 1b,c was developed from N‐hydroxyphthalimide 3 and halogenomethylaryl derivatives. The resulting aryloxy phthalimides 4a‐c were reduced to hydroxylactams 5a‐c which cyclized in acidic conditions. A Wittig reaction on 5a using carbethoxymethylidenetriphenylphosphorane gave the corresponding acid 6 which treated in Friedel and Crafts conditions led to the isoxazolinone 8 by cleavage of the benzyl CO bond.

Url:
DOI: 10.1002/jhet.5570370426


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ISTEX:6BF0BB528AF9923BA185C6ECC8196424E0581694

Le document en format XML

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