Pd-Catalyzed Three-Component Coupling of Cyclopropenones via Sequential C–C Bond Activation and Allylation
Zhou Zhang, Feifei Liang, Shulin Zhang, Wei Sun, An‐Xi Zhou, Meng Sun
Abstract
A novel Pd-catalyzed three-component domino reaction for the stereoselective synthesis of highly functionalized allyl cinnamates has been developed. In this protocol, a sequential process of C–C bond activation and intermolecular allylic substitution was well-organized. The key for this transformation is the in situ generated hydrolysis product of cyclopropenone, which triggered a new reaction with vinylethylene carbonates. The reaction mechanism was investigated, demonstrating the high stereoselectivity and excellent atomic economy in this process.
Topics & Concepts
ChemistryCatalysisComponent (thermodynamics)Coupling (piping)Combinatorial chemistryMedicinal chemistryComputational chemistryOrganic chemistryThermodynamicsPhysicsMechanical engineeringEngineeringCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions