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

Anil KumarVinayak HanchateKandikere Ramaiah Prabhu
Published in: The Journal of organic chemistry (2021)
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.
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