ChemInform Abstract: Synthesis of Isoindolo[1,3]benzoxazine Derivatives Through Intramolecular Arylation of N-Acyliminium Ions.

✍ Scribed by Nicolas Hucher; Adam Daich; Bernard Decroix

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 34 KB
• Volume: 30
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199918146

✦ Synopsis

Synthesis of Isoindolo [1,3]benzoxazine Derivatives Through Intramolecular Arylation of N-Acyliminium Ions.

-A short pathway leads to the N,O-fused heterocyclic systems (IV) and (VII) starting from the easily available educts (I) and (II). The key steps in these syntheses are the acid-catalyzed cyclizations of the ω-carbinol lactams (III) and (VI). This reaction provides a new example of a π-aromatic N-acyliminium cyclization resulting in a nitrogen-oxygen containing 6-membered ring. -(HUCHER,