Palladium‐catalyzed conjugate addition type reaction of 5‐iodopyrimidines with α,β‐unsaturated ketones

Abstract

Abstract The reaction of various 5‐iodopyrimidines with α,β ‐unsaturated ketones in the presence of palladium diacetate‐triphenylphosphine complex in triethylamine are investigated. In the reaction of 2,4‐dialkoxy(or alkylthio)‐6‐methyl‐5‐iodopyrimidine the addition of pyrimidine to the carboncarbon double bond of α,β ‐unsaturated ketones occurs. In the case of other pyrimidines, according to the decrease of steric hindrance at the 5‐position on the pyrimidine ring, the ratio of conjugate addition product was decreased and the usual olefinic substituted product was increased.