Functionalization of α‐C(sp<sup>3</sup>)−H Bonds in Amides Using Radical Translocating Arylating Groups
Niklas Radhoff, Armido Studer
Abstract
Abstract α‐C−H arylation of N‐alkylamides using 2‐iodoarylsulfonyl radical translocating arylating (RTA) groups is reported. The method allows the construction of α‐quaternary carbon centers in amides. Various mono‐ and disubstituted RTA‐groups are applied to the arylation of primary, secondary, and tertiary α‐C(sp 3 )−H‐bonds. These radical transformations proceed in good to excellent yields and the cascades comprise a 1,6‐hydrogen atom transfer, followed by a 1,4‐aryl migration with subsequent SO 2 extrusion.
Topics & Concepts
Surface modificationChemistryPrimary (astronomy)Carbon fibersCombinatorial chemistryMedicinal chemistryGroup (periodic table)StereochemistryOrganic chemistryComputer sciencePhysicsAlgorithmAstronomyComposite numberPhysical chemistryCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsCatalytic Cross-Coupling Reactions