基于Suzuki-Miyaura反应合成联苯乙酸乙酯衍生物

Application of Suzuki-Miyaura reaction in synthesis of ethyl 4-biphenylacetate derivatives

联苯乙酸乙酯衍生物作为重要的有机中间体,在药物合成、材料等领域发挥着重要作用。本文基于Suzuki-Miyaura偶联反应,设计了一种新的催化偶联反应体系并用于合成联苯乙酸乙酯衍生物。最优条件如下:在甲苯溶液中,以2.0 mol%的醋酸钯为催化剂、醋酸钾为碱试剂、大位阻单齿膦配体XPhos为配体、在100℃的反应体系中反应18h。多种苯硼酸衍生物均可参与该反应,合成相应的联苯乙酸乙酯衍生物,产率在55%-97%之间。

As a type of important organic intermediate, the ethyl 4-biphenylacetate derivatives have important application in the synthesis of drug and materials. Herein, a novel catalytic coupling reaction system was designed and applied in the synthesis of ethyl 4-biphenylacetate derivatives based on the Suzuki-Miyaura coupling reaction. The optimal reaction conditions were as follows： in toluene, 2.0 mol% palladium acetate as catalyst source, potassium acetate as base, bulky and mono-dentate phosphine XPhos as ligand, at 100℃ for 18 hours. Many phenyl boronic acid derivatives were competent electrophiles in this system and 55%-97% yields was obtained.