Skeletal Transformation of Oxindoles into Quinolinones Enabled by Synergistic Copper/Iminium Catalysis
Yulin Li, Ning Yu, Kui-Cheng He, Yuqiang Zhou, Weihao Zheng, Kun Jiang, Ye Wei
Abstract
We describe a synergistic Cu/secondary amine catalysis for skeletal transformation of an oxindole core into a quinolinone skeleton, which generates several structurally new pyridine-fused quinolinones. The synergistic reactions allow expansion of a five-membered lactam ring by radical cation-triggered C-C bond cleavage and enable a further intramolecular cyclization with the aim to construct totally distinct core skeletons.
Topics & Concepts
IminiumCopperTransformation (genetics)ChemistryCatalysisCombinatorial chemistryOrganic chemistryBiochemistryGeneCatalytic C–H Functionalization MethodsAsymmetric Synthesis and CatalysisAsymmetric Hydrogenation and Catalysis