Aminoselenenylation of alkenes: syntheses of β-phenylseleno carbamates and β-phenylseleno cyanamides

Abstract

β-(Phenylseleno)alkylcarbamates and β-(phenylseleno)alkylcyanamides have been synthesized in good yields by reaction of alkenes with carbamates and cyanamide, respectively, in presence of benzeneselenenyl chloride–silver tetrafluoroborate or N-phenylselenophthalimide–H⁺. The subsequent reductive or oxidative removal of the phenylseleno group affords alkylcarbamates and alkylcyanamides, and allylic carbamates, cyanamides, and cyanimides.