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

Von Wiley-VCH zur Verfügung gestellt

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.


Abstract

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.

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