The photochemical addition of N-haloamides to olefins: a comparison of cyclic and acyclic N-halo-N-alkylamides and N-halo-N-acylamides (N-haloimides)

Upon photochemical decomposition in the presence of cyclohexene and 1-octene, an N-halo-N-acylamide (N-haloimide) leads to better yields of addition than its N-halo-N-alkyl analogue, and cyclic N-halo-N-alkyl- and N-halo-N-acylamides add more efficiently than their acyclic analogues. The yields of addition were higher with N-chlorosuccinimide which has been added also to 1-methylcyclohexene than with N-bromosuccinimide which did not add to 1-methylcyclohexene.