Efficient Pd(OAc)2/Pyrimidine Catalytic System for Suzuki-Miyaura Cross-Coupling Reaction

A combination of Pd(OAc)2 and 2-aminopyrimidine-4,6-diol was found to be a stable and efficient catalytic system for the SuzukiMiyaura cross-coupling of aryl halides with arylboronic acids. In the presence of Pd(OAc)2 and 2-aminopyrimidine-4,6-diol, various ArX (X = I, Br, and Cl) were coupled with arylboronic acids efficiently to afford the corresponding cross-coupled products in moderate to excellent yields. Furthermore, high turnover numbers (up to 1000000 for the reaction of iodobenzene with phenyl boronic acid) for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction were observed.