Hypervalent Iodine(III)-Promoted C3–H Regioselective Halogenation of 4-Quinolones under Mild Conditions
Fang Yang, Xiaoqing Wang, Wenzhuo Zhao, Fei Yu, Zhengsen Yu
Abstract
A simple and practical protocol for the C3-H regioselective halogenation of 4-quinolones by the action of potassium halide salt and PIFA/PIDA in good to excellent yields was developed. The current approach provides feasible access to the diversity of C3-halgenated 4-quinolones at room temperature with high regioselectivity and good functional group tolerance, from which bioactive compounds can be easily constructed. Moreover, the current method featured eco-friendly, operational convenience and is suitable for halogenation in a gram scale of 4-quinolones in water without sacrificing yields.
Topics & Concepts
HalogenationRegioselectivityHypervalent moleculeIodineChemistryHalideCombinatorial chemistryEnvironmentally friendlyFunctional groupOrganic chemistryCatalysisPolymerEcologyBiologyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions