Dearomative Indole Bisfunctionalization via a Diastereoselective Palladium-Catalyzed Arylcyanation

The first Pd-catalyzed dearomative indole bisfunctionalization via a diastereoselective arylcyanation is reported. This method facilitates the formation of diverse indoline scaffolds bearing congested stereocenters with high levels of diastereoselectivity. This also represents the first example of a cyanation mechanism involving a 2° benzylic Pd(II) intermediate.