Carbonylative Formal Cycloaddition between Alkylarenes and Aldimines Enabled by Palladium-Catalyzed Double C–H Bond Activation
Yongzheng Ding, Jianing Wu, Hanmin Huang
Abstract
Double C-H bond activation can enable an expeditious reaction pathway to cyclic compounds, offering an efficient tool to synthesize valuable molecules. However, cyclization reaction enabled by double C-H bond activation at one carbon atom is nearly unknown. Herein, we report a carbonylative formal cycloaddition of alkylarenes with imines via double benzylic C-H bond activation at one carbon atom, allowing a straightforward synthesis of β-lactams from readily accessible alkylarenes and imines, which paves the way for developing an annulation reaction through double C-H bond activation at one carbon atom.
Topics & Concepts
ChemistryCycloadditionAldimineDouble bondAnnulationCatalysisPalladiumAtom (system on chip)MoleculeTriple bondCombinatorial chemistryPolymer chemistryOrganic chemistryEmbedded systemComputer scienceCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCyclopropane Reaction Mechanisms