Zhang Zhongya, Zhang Li, Huai Linge, Wang Zhentao, Fang Yewen
Key Laboratory of Degraded and Unused Land Consolidation Engineering, The Ministry of Land and Resources of China, College of Environmental Science and Engineering, Chang'an University No. 126 Yanta Road Xi'an 710054 China.
School of Fundamental Science, Zhejiang Pharmaceutical University No. 666 Siming Road Ningbo 315500 China
RSC Adv. 2023 Mar 20;13(14):9180-9185. doi: 10.1039/d3ra00401e.
We herein report α-arylsulfonyloxyacrylates as a kind of useful and attractive -centered electrophiles for Suzuki cross-coupling reactions. A range of α-(hetero)aryl substituted acrylates has been prepared the palladium-catalysed C-C cross-coupling reactions between potassium (hetero)aryltrifluoroborates and α-arylsulfonyloxyacrylates. Moreover, α-arylsulfonyloxyacrylate could also react with B-alkyl-9-BBN to produce α-alkyl substituted acrylates. The synthetic application of this new method was demonstrated by the preparation of the intermediate for synthesis of retinoid X receptors-selective retinoids. These Suzuki reaction-based protocols feature broad substrate scope, generality, and mild reaction conditions.
我们在此报告α-芳基磺酰氧基丙烯酸酯作为一类用于铃木交叉偶联反应的有用且有吸引力的亲电试剂。通过（杂）芳基三氟硼酸钾与α-芳基磺酰氧基丙烯酸酯之间的钯催化C-C交叉偶联反应，制备了一系列α-（杂）芳基取代的丙烯酸酯。此外，α-芳基磺酰氧基丙烯酸酯还可与B-烷基-9-硼双环[3.3.1]壬烷反应生成α-烷基取代的丙烯酸酯。通过制备用于合成视黄酸X受体选择性视黄酸的中间体，证明了这种新方法的合成应用。这些基于铃木反应的方案具有广泛的底物范围、通用性和温和的反应条件。
