Remote Arylative Substitution of Alkenes Possessing an Acetoxy Group via β‐Acetoxy Elimination
Kazuma Muto, T Kumagai, Fumitoshi Kakiuchi, Takuya Kochi
Abstract
Palladium-catalyzed remote arylative substitution was achieved for the reaction of arylboronic acids with alkenes possessing a distant acetoxy group to provide arylation products having an alkene moiety at the remote position. The use of β-acetoxy elimination as a key step in the catalytic cycle allowed for regioselective formation of unstabilized alkenes after chain walking. This reaction was applicable to various arylboronic acids as well as alkene substrates.
Topics & Concepts
AlkeneRegioselectivityMoietyChemistryPalladiumCatalysisSubstitution reactionFunctional groupOrganic chemistryCombinatorial chemistryPolymerCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsRadical Photochemical Reactions