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

Jin-Heng Li; Xu-Dong Zhang; Ye-Xiang Xie

doi:10.1055/s-2005-869875

LETTER

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

Jin-Heng Li*, Xu-Dong Zhang, Ye-Xiang Xie
Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research, College of Chemistry and Chemical Engineering, Hunan Normal University, Changsha 410081, P. R. China
Fax: +86(731)8872531; e-Mail: jhli@hunnu.edu.cn;

Abstract

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Abstract

A combination of Pd(OAc)₂ and 2-aminopyrimidine-4,6-diol was found to be a stable and efficient catalytic system for the Suzuki-Miyaura 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 phenylboronic acid) for the palladium-catalyzed Suzuki-Miyaura cross-coupling reaction were observed.

Key words

Pd(OAc)₂ - pyrimidine - aryl halide - Suzuki-Miyaura cross-coupling reaction - arylboronic acid

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