Rhodium(III)-Catalyzed C–H Activation: A Cascade Approach for the Regioselective Synthesis of Fused Heterocyclic Lactone Scaffolds
Anil Kumar, Kandikere Ramaiah Prabhu
Abstract
A Rh(III)-catalyzed cascade C-H activation; regioselective [4 + 2] oxidative annulation; and lactonization of aromatic acids, anhydrides, and acrylic acid derivatives with 4-hydroxy-2-alkynoates have been disclosed. This strategy leads to fused heterocyclic lactone scaffolds in a single step with moderate functional group tolerance and excellent site selectivity. Besides, in one step, an antipode of the cephalosol intermediate natural product that contains a tricyclic isocoumarin framework has been synthesized.
Topics & Concepts
ChemistryRegioselectivityAnnulationRhodiumLactoneCatalysisSelectivityIsocoumarinNatural productCascade reactionCombinatorial chemistryStereochemistryOrganic chemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsOxidative Organic Chemistry Reactions