基于 3-硼基-2H-色烯与芳基溴的 Suzuki-Miyaura 交叉偶联的异黄酮的分步经济性发散方法：在异黄酮天然产物全合成中的应用。
A step-economical divergent approach to isoflavenes based on Suzuki-Miyaura cross coupling of a 3-boryl-2H-chromene with aryl bromides: application to total synthesis of isoflavonoid natural products.
机构信息
Department of Applied Chemistry in Bioscience, Graduate School of Agricultural Science, Kobe University, 1-1 Rokkodai, Nada, Kobe, Japan.
Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo, Japan.
出版信息
Biosci Biotechnol Biochem. 2023 Aug 23;87(9):954-959. doi: 10.1093/bbb/zbad076.
We present a step-economical divergent synthetic approach for isoflavene derivatives using the Suzuki-Miyaura cross coupling of a 3-boryl-2H-chromene and three aryl bromides. 3-Boryl-2H-chromene, which is not a well-explored species, was prepared via Miyaura-Ishiyama borylation of a 3-chloro-2H-chromene obtained through a Claisen rearrangement cyclization cascade reaction. Further conversion of the cross-coupling products, three isoflavene derivatives, afforded three isoflavonoid natural products with one or two additional reaction steps.
我们提出了一种使用铃木-宫浦交叉偶联反应将 3-硼酸-2H-色烯与三个芳基溴化物合成异黄酮衍生物的逐步经济发散合成方法。3-硼酸-2H-色烯，它不是一种经过充分探索的物质，是通过米雅拉-石山硼酸化反应制备的，该反应是通过 Claisen 重排环化级联反应得到的 3-氯-2H-色烯。进一步转化交叉偶联产物，得到三种异黄酮衍生物，通过一个或两个额外的反应步骤得到三种异黄酮天然产物。
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