Amidoselenation of Olefins Using p-Toluenesulfonamide as a Nitrogen Nucleophile

Article abstract of DOI:10.1246/bcsj.64.2148

The reaction of olefins, benzeneselenenyl chloride, and p-toluenesulfonamide in the presence of zinc(II) chloride affords N-<2-(phenylseleno)alkyl)>-p-toluenesulfonamides in good to excellent yields.When combined with alkylation on the carbon atom bearing the phenylseleno group thus introduced and subsequent oxidative or reductive removal of the selenium moiety, this reaction can be utilized in the preparation of a wide range of allylic or saturated amides.