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Efficient access to 8 H -isoquinolino[1,2- b ]quinazolin-8-ones and phthalazino[2,3- a ]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 H -isoquinolino[1,2- b ]quinazolin-8-one and phthalazino[2,3- a ]cinnoline-8,13-dione derivatives in good-to-excellent yields under mild conditions, with H 2 O and N 2 being generated as the only byproducts.

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