Ligand-Enabled Palladium-Catalyzed [3 + 2] Annulation of Aryl Iodides with Maleimides via C(sp<sup>3</sup>)–H Activation
Wei Feng, Yanghui Zhang
Abstract
Palladium-catalyzed intermolecular [3 + 2] annulation reactions via C–H activation represent a powerful and charming tool for assembling cyclopentanes. Herein, we have developed a strategy for the palladium-catalyzed intermolecular alkene-relayed annulation reaction of aryl iodides and maleimides via C(sp 3 )–H activation for the construction of polycyclic structures. In contrast to directed-group-enabled intermolecular maleimide-relayed [3 + 2] annulation reactions, this protocol stands out for its utilization of aryl iodides as substrates. Notably, monoprotected amino acids played a crucial role as ligands in this reaction, which is rarely observed in C–H activation reactions initiated with organohalides.
Topics & Concepts
ChemistryAnnulationArylPalladiumCatalysisLigand (biochemistry)Medicinal chemistryCombinatorial chemistryStereochemistryOrganic chemistryReceptorBiochemistryAlkylCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsCatalytic Cross-Coupling Reactions