Ru(II)/Ir(III)-Catalyzed C-H Bond Activation/Annulation of Cyclic Amides with 1,3-Diketone-2-diazo Compounds: Facile Access to 8 H -Isoquinolino[1,2- b ]quinazolin-8-ones and Phthalazino[2,3- a ]cinnoline-8,13-diones.

Efficient access to 8-isoquinolino[1,2-]quinazolin-8-ones and phthalazino[2,3-]cinnoline-8,13-diones through cyclic amide-directed Ru(II)/Ir(III)-catalyzed C-H bond activation, has been developed. Consecutive C-H bond activation, carbene insertion, and condensation annulation processes were realized, affording 8-isoquinolino[1,2-]quinazolin-8-one and phthalazino[2,3-]cinnoline-8,13-dione derivatives in good-to-excellent yields under mild conditions, with HO and N being generated as the only byproducts.