Concurrent ?-Iodination and N-Arylation of Cyclic ?-Enaminones.

A variety of N-substituted 3-aminocyclohex-2-enones were converted into the corresponding N-arylated ?-iodo enaminones in high yields via concurrent ?-iodination and N-arylation mediated by ArI(OAc) 2. A mechanism is postulated to account for the reaction differences between the cyclic and the acyclic ?-enamin?ones, which undergo predominant ?-acetoxylation under the same reaction conditions. [ABSTRACT FROM AUTHOR]