Ni‐Catalyzed Photochemical C−N Coupling of Amides with (Hetero)aryl Chlorides
Geyang Song, Qi Li, Ding‐Zhan Nong, Jiameng Song, Gang Li, Chao Wang, Jianliang Xiao, Dong Xue
Abstract
This paper reports a photochemical C-N coupling of abundant, but less reactive aryl chlorides, with structurally diverse primary and secondary amides by Ni-mediated without an external photocatalyst. Under the irradiation of light (390-395 nm) with a soluble organic amine as the base, the reaction allows for the successful transformation of (hetero)aryl chlorides to a wide range of N-aryl amides. More than 60 examples are shown, demonstrating the feasibility and applicability of this protocol in organic synthesis. Mechanic studies indicate that this amidation proceeds via a Ni(I)-Ni(III) catalytic cycle.
Topics & Concepts
ArylCatalysisChemistryAmine gas treatingPrimary (astronomy)PhotochemistryCatalytic cycleCombinatorial chemistryBase (topology)PhotocatalysisOrganic chemistryAlkylMathematical analysisMathematicsPhysicsAstronomyRadical Photochemical ReactionsCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods