Palladium-catalyzed intramolecular C-N coupling: Facile synthesis of tetracyclic C(3)-aminoisoindolinones

Herein, we report a new methodology to access tetracyclic heterocyclic compounds incorporating fused isoindolinone and benzimidazoline or isoindolinone and quinazoline motifs. The palladium-(II) catalyzed intramolecular Buchwald-Hartwig C-N coupling involving the C(3) amino and the N(2) 2-bromophenyl groups provided coveted heterocycles in excellent yields. The methodology is versatile, highly efficient, and has a wide scope for the synthesis of a range of medicinally important tetracyclic C(3)-aminoisoindolinones.

Automated summary

The methodology involves a palladium-(II) catalyzed intramolecular Buchwald-Hartwig C-N coupling to access tetracyclic heterocyclic compounds. It is versatile, highly efficient, and has a wide scope for the synthesis of medicinally important tetracyclic C(3)-aminoisoindolinones.