Tetrahedron

Kinetic versus thermodynamic access to imidazoisoindolones, benzimidazoisoindolones, and [1, 4] diazepinoisoindolones: intramolecular nitrogen and π-aromatic …

A Cul, A Daïch, B Decroix, G Sanz, L Van Hijfte

Index: Cul, Armelle; Daich, Adam; Decroix, Bernard; Sanz, Gerard; Van Hijfte, Luc Tetrahedron, 2004 , vol. 60, # 48 p. 11029 - 11039

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Citation Number: 30

Abstract

Efficient assembly of substituted imidazo [2, 1-a] isoindolones is reported from suitable α, β- diamine (or corresponding β-nitroamine) and phthalic anhydride () in a three-or four-step sequence in good yields. The key step of this methodology is based on an intramolecular α- aza-amidoalkylation of the N-acyliminium species. Furthermore, when R2 is an aromatic moiety a competing α-amidoalkylation took place and imidazo [2, 1-a] isoindolones (or ...

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