Palladium-Catalyzed Ligand-Directed Divergent Decarboxylative Cycloadditions of Vinyloxazolidine-2,4-diones with 1,3,5-Triazinanes
Zhen‐Hua Wang, Xiaohui Fu, Qun Li, Jian‐Qiang Zhao, Yong You, Yan-Ping Zhang, Wei‐Cheng Yuan
Abstract
This study demonstrates a highly efficient regiodivergent ligand-controlled palladium-catalyzed cycloaddition reaction of vinyloxazolidine-2,4-diones with 1,3,5-triazinanes. In the presence of a diphosphine ligand, the reaction proceeds via a (5+2) cycloaddition pathway to afford 1,3-diazepin-4-ones in excellent yields, while using a monophosphine ligand, the reaction proceeds smoothly via a (3+2) cycloaddition pathway to give imidazolidin-4-ones in good yields.
Topics & Concepts
CycloadditionChemistryLigand (biochemistry)PalladiumCatalysisCombinatorial chemistryStereochemistryMedicinal chemistryOrganic chemistryReceptorBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsClick Chemistry and Applications