Cobalt-Catalyzed Reaction of Nitric Oxide with Aryl-Substituted Olefins in the Presence of Tetrahydroborate Ion

Article abstract of DOI:10.1021/jo00232a005

A new transition-metal-catalyzed reaction of nitric oxide with aryl-substituted olefins in the presence of BH4^- has been reported, where the oximes of alkyl aryl ketones are the products.The most successful results were obtained by using styrene and its ring-substituted derivatives as the substrate and Co(DH)2(py)Cl as the catalyst.A process involving the intermediate formation of a metal-alkyl complexes and its subsequent decomposition alkyl radical followed by the reaction of the radical with NO was proposed as the reaction mechanism in relation to the already reported cobalt-catalyzed oxygenation of aryl-substituted olefins.