Decarboxylative Nickel- and Photoredox-Catalyzed Aminocarbonylation of (Hetero)Aryl Bromides
Valeriia Hutskalova, Farhan Bou Hamdan, Christof Sparr
Abstract
High Resolution Image Download MS PowerPoint Slide An efficient methodology for the photoredox- and nickel-catalyzed aminocarbonylation of (hetero)aryl bromides was developed. The utilization of readily available oxamic acids, the application of a broadly used organic photoredox catalyst (4CzIPN), and mild reaction conditions make this transformation an appealing alternative to classical amidation procedures. The generation of carbamoyl radicals was supported by trapping reactions with a hydrogen atom transfer catalyst in the presence of D 2 O, yielding the deuterated formamide. The generality of this deuteration protocol was confirmed for various oxamic acids.
Topics & Concepts
ChemistryCatalysisArylFormamidePhotoredox catalysisNickelRadicalCombinatorial chemistryOrganic chemistryAlkylPhotocatalysisRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions