Zhou Jun, Jiang Bingyao, Zhao Zhengyu, Shibata Norio
Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Department of Life Science and Applied Chemistry, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan.
Org Lett. 2022 Jul 22;24(28):5084-5089. doi: 10.1021/acs.orglett.2c01864. Epub 2022 Jul 7.
Potassium-base-mediated defluoroetherification of aryl and heteroaryl fluorides with alkoxyboronic acid pinacol esters under transition-metal-free conditions is reported. This protocol efficiently and safely provides a wide variety of aryl ethers in high yields without using metal catalysts, specific ligands, and harsh conditions to selectively forge C-O bonds via the C-F cleavage. This method can be applied to the late-stage etherification of structurally complex C-fluorides and bioactive alcohols, such as β-estradiol, calciferol, and tocopherol.
报道了在无过渡金属条件下，钾碱介导的芳基和杂芳基氟化物与硼酸频哪醇酯的脱氟醚化反应。该方法无需使用金属催化剂、特定配体和苛刻条件，通过碳氟键裂解选择性地形成碳氧键，高效且安全地高产率提供了多种芳基醚。该方法可应用于结构复杂的碳氟化物和生物活性醇（如β-雌二醇、骨化醇和生育酚）的后期醚化反应。
