Concurrent α-Iodination and N-Arylation of Cyclic β-Enaminones.

A variety of N-substituted 3-aminocyclohex-2-enones were converted into the corresponding N-arylated α-iodo enaminones in high yields via concurrent α-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 β-enamin�ones, which undergo predominant α-acetoxylation under the same reaction conditions. [ABSTRACT FROM AUTHOR]