Visible-Light-Induced Radical Carbon Oximation of Styrenes Using N -Nitrosoamine and Organic Halides

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An efficient visible-light-induced radical carbon oximation of styrenes with 1-nitrosopyrrolidine and organic halides is developed. The reaction proceeds smoothly in the absence of a transition metal and a photocatalyst under mild conditions, producing a wide range of functionalized oximes in moderate to good yields. Mechanistic studies reveal that the reaction involves the generation of nucleophilic α-amino alkyl radicals and subsequent halogen atom transfer (XAT) with organic halides.