Rhodium(III)-Catalyzed Cascade Reactions of Imines/Imidates with 4‑Hydroxy-2-alkynoates to Synthesize Regioselective Furanone-Fused Isoquinoline Scaffolds

A regioselective synthesis of furanone-fused isoquinoline heterocycles is developed in a single step using a Rh­(III) catalyst. In this reaction, a cascade C–H activation, regioselective annulation, and lactonization occur in one pot. A wide range of alkynoates was examined, which showed good regioselectivity. The regioselectivity was guided by steric bulk at the C4 position of the 4-hydroxy-2-alkynoates. The synthetic utility was exemplified, and the model reaction was scaled up to a 1 g scale.