Palladium-Catalyzed Oxidative Annulation of Sulfoximines and Arynes by C–H Functionalization as an Approach to Dibenzothiazines
Shan Li, Liansheng Liu, Rong Wang, Yihui Yang, Jing Li, Junfa Wei
Abstract
This work reports a novel and efficient palladium-catalyzed synthesis of tricyclic dibenzothiazines using easily prepared aryl sulfoximines and aryne precursors via C–H functionalization and cyclization. A mechanistic investigation indicated that the C–H bond cleavage at the position ortho to the sulfoximine group is the rate-determining step.
Topics & Concepts
ChemistryAryneAnnulationPalladiumSurface modificationCatalysisArylCombinatorial chemistryBond cleavageCleavage (geology)Medicinal chemistryOrganic chemistryGeotechnical engineeringFracture (geology)Physical chemistryAlkylEngineeringCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclization and Aryne Chemistry