Copper/Iodine‐Catalyzed Hydroxyamination of Alkenyl Keto Oximes Using DMSO as the Oxygen Atom Source and Medium

A new copper/I2‐catalyzed hydroxyamination of alkenes of unsaturated keto oximes with DMSO as the hydroxy oxygen atom source and medium for assembling 2‐(2‐hydroxyalkyl)‐3,4‐dihydro‐2H‐pyrrole 1‐oxides is described. Mechanistic studies suggest that the reaction is terminated by a single electron oxidation and subsequent nucleophilic reaction. A new copper/I2‐catalyzed hydroxyamination of alkenes of unsaturated keto oximes with DMSO as the hydroxy oxygen atom source and medium for assembling 2‐(2‐hydroxyalkyl)‐3,4‐dihydro‐2H‐pyrrole 1‐oxides is presented. This represents a new strategy terminating the reaction through a single electron oxidation and subsequent nucleophilic reaction for the difunctionalization of alkenes of unsaturated keto oximes.