Sequential Copper-Catalyzed Sonogashira Coupling, Hydroamination and Palladium-Catalyzed Intramolecular Direct Arylation: Synthesis of Azepino-Fused Isoindolinones

Abstract

A modular synthesis of azepino-fused isoindolinones has been developed in form of a sequential copper- and palladium-catalyzed tandem reaction. The developed protocol involved the formation of one carbon–nitrogen and two carbon–carbon bonds in a one-pot fashion. The palladium-catalyzed intramolecular direct-arylation step involves the formation of an unusual eight-membered palladacycle.