Accessing Extended Fused Isoindolinones Via Sequential Anionic Intramolecular Cyclizations

Abstract

Sequential anionic intramolecular cyclizations and modelling were used for the first time to access unusual fused heterocyclic frameworks in excellent yields. 5- Exo - dig cyclizations yielded isoindolinone motifs and a subsequent 6- exo - and 7- endo - dig cyclization was directed to provide either fused isoquinoline- or azepine- frameworks. Regioselectivities were controlled by exploiting stereoelectronic effects via n C - → π* (Ph)­ interactions, and modelling studies provided reaction scope.