Palladium‐Catalyzed Construction of Spirooxindoles by Arylative Cyclization of 3‐(γ,δ‐Disubstituted)allylidene‐2‐Oxindoles

Abstract The palladium‐catalyzed, one‐pot arylative cyclization of 3‐(γ,δ‐disubstituted)allylidene‐2‐oxindoles afforded spirodihydronaphthalene‐2‐oxindole frameworks via an oxidative Heck arylation (Fujiwara–Moritani reaction), an allylic palladium migration, and an aryl CH bond functionalization/arylation cascade of reactions. This is a first example of the palladium‐catalyzed oxidative arylation and an aryl CH bond functionalization/arylation cascade reaction which involves an electrophilic arylative quenching of a π‐allylpalladium intermediate and a regio‐controlled aryl CH bond activation assisted by a weak palladium‐arene interaction. magnified image