Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of Indolines with Aziridines
Pallab Karjee, Tanumay Sarkar, Subhradeep Kar, Tharmalingam Punniyamurthy
Abstract
Tandem C-N bond formation for the oxidative annulation of indolines with aziridines is accomplished employing the combination of DDQ and NaOCl at ambient conditions. Optically active aziridine can be coupled with high enantiomeric purity (>99% ee). The substrate scope, stereocontrol with the enantioenriched substrate, and scale-up are the important practical advantages.
Topics & Concepts
ChemistryAziridineStereospecificityAnnulationSubstrate (aquarium)EnantiomerTandemTransition metalOxidative phosphorylationOxidative coupling of methaneCombinatorial chemistryStereochemistryOrganic chemistryCatalysisRing (chemistry)GeologyComposite materialOceanographyMaterials scienceBiochemistryCatalytic C–H Functionalization MethodsSynthesis and Catalytic ReactionsSulfur-Based Synthesis Techniques