Abstract
In this study, a convenient and highly efficient catalytic system for the Suzuki-Miyaura coupling reaction was investigated under mild conditions. A combination of Pd(CH3CN)2Cl2 and pipecolinic acid showed excellent catalytic performance and afforded high turnover numbers; turnover numbers were up to 4.9 × 105 for the coupling reaction of 4-bromobenzoic acid and tetraphenylboron sodium. The catalytic system was also effective for the indexes of 4-bromobenzoic acid, and high turnover numbers were obtained.
Highlights
The C–C cross-coupling reaction, which is usually catalyzed by transition metals such as palladium [1] and gold [2,3], provides a powerful method for obtaining a biaryl scaffold
Impressive progress has been obtained in the enhancement of the catalytic performance of palladium in past decades [4]
System, high high yields yields could be obtained for the coupling reactions of bromide aromatic carboxylic acids with electroncould be obtained for the coupling reactions of bromide aromatic carboxylic acids with electronwithdrawing sodium
Summary
The C–C cross-coupling reaction, which is usually catalyzed by transition metals such as palladium [1] and gold [2,3], provides a powerful method for obtaining a biaryl scaffold. Among these catalysts, palladium is the most widely used, showing highly efficient catalytic performance. Pipecolinic acid, a kind of amino acid, was chosen as a ligand for the Pd-catalyzed Suzuki-Miyaura coupling reaction at room temperature in water, and a ppm level of Pd was enough to gain a high yield
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