Copper/TEMPO-Promoted Denitrogenation/Oxidation Reaction for Synthesis of Primary α-Ketoamides Using α-Azido Ketones
An‐Jing Wang, Chun-Yan She, Yu‐Die Zhang, Li‐Han Zhao, Wen‐Ming Shu, Weichu Yu
Abstract
A copper(II)-promoted denitrogenation/oxidation reaction for the preparation of primary α-ketoamides was developed using α-azido ketones as a substrate and TEMPO as an oxidant. α-Azido ketones were denitrogenated in situ to form an imino ketone intermediate, which underwent a radical addition process and radical migration to form α-ketoamides. It is worth noting that the imino ketone intermediate is the key to this reaction.
Topics & Concepts
ChemistryKetoneCopperSubstrate (aquarium)Primary (astronomy)Organic chemistryMedicinal chemistryGeologyPhysicsOceanographyAstronomyCatalytic C–H Functionalization MethodsOxidative Organic Chemistry ReactionsSynthesis and Catalytic Reactions