A visible light-induced and exogenous photosensitizer-free, copper-catalyzed radical aminocarbonylation of cycloketone oxime esters with CO gas and amines is developed. The mild catalytic system involving CuCl and N,N,N-tridentate ligand shows… Click to show full abstract
A visible light-induced and exogenous photosensitizer-free, copper-catalyzed radical aminocarbonylation of cycloketone oxime esters with CO gas and amines is developed. The mild catalytic system involving CuCl and N,N,N-tridentate ligand shows good reactivity and chemoselectivity, and tolerates a wide range of cycloketone oxime esters and alkyl/aryl amines, giving the corresponding cyanoalkylated amides in moderate to good yields. Preliminary mechanistic studies suggest that the reaction involves a CuI/CuII/CuIII-based catalytic cycle and radical intermediate.
               
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