Copper-Catalyzed Annulation of O‑Acyl Oximes with Cyclic 1,3-Diones for the Synthesis of 7,8-Dihydroindolizin-5(6H)‑ones and Cyclohexanone-Fused Furans

A copper-catalyzed annulation of O-acyl oximes with cyclic 1,3-diones has been developed for the concise synthesis of 7,8-dihydroindolizin-5(6H)-ones and cyclohexanone-fused furans through the substituent-controlled selective radical coupling process. 2-Alkyl cyclic 1,3-diones undergo C–C radical coupling, while 2-unsubstituted cyclic 1,3-diones undergo C–O radical coupling.