Divergent Coupling of 2‐Aryl‐1,3‐Indandiones with Alkenes Enabled by Iodine Catalyst
Yue Shi, Di Wang, Ru-Zhong Sun, Xin Chen, Xuefeng Xu, Haiquan Xie, Xu Zhang
Abstract
Abstract Herein, we report an iodine‐catalyzed protocol for cross‐coupling of 2‐aryl‐1,3‐indandiones with alkenes. Divergent reactivity was achieved in the transformation by varying additives and solvents, thus allowing selective access to tertiary alkylated ketones and alkenes. The present approach features commercially available starting materials, broad substrate scope, general functional‐group (including halogen, ester, nitrile, thioether) tolerance. Furthermore, we proposed plausible pathways to rationalize the divergent selectivity through preliminary mechanism study. magnified image
Topics & Concepts
ChemistryArylThioetherCatalysisNitrileSubstrate (aquarium)Reactivity (psychology)Combinatorial chemistryHalogenSelectivityOrganic chemistryPhotochemistryPathologyOceanographyAlkylMedicineAlternative medicineGeologyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsChemical Synthesis and Analysis