A Synthesis of Spirooxindole‐Isoindolinones Through Ugi Reaction Followed by Copper‐Catalyzed Tandem C−N/C−C Coupling Process
Xianqiang Zhong, Jianghao Luo, Wei Zhou, Qian Cai
Abstract
Abstract A synthesis of spiroindolinone‐isoindolinone skeletons is presented. The protocol is through a Ugi four‐component reaction followed by highly efficient and mild copper‐catalyzed intramolecular tandem C−N/C−C coupling process. Control experiments demonstrated that the formation of C−C bond is a copper catalyzed coupling process rather than base promoted nucleophilic aromatic substitution pathway which proposed in Prof. Van der Eycken's palladium catalyst system previously. magnified image
Topics & Concepts
ChemistryIntramolecular forceTandemCatalysisCombinatorial chemistryCopperPalladiumNucleophileCoupling (piping)Cascade reactionMedicinal chemistryStereochemistryOrganic chemistryMechanical engineeringComposite materialEngineeringMaterials scienceSynthetic Organic Chemistry MethodsSynthesis and pharmacology of benzodiazepine derivativesOxidative Organic Chemistry Reactions