Copper Catalyzed Defluoroarylation of gem-Difluoroallenes to Allenyl Monofluorides with Aryl Boronic Esters
Copper Catalyzed Defluoroarylation of gem-Difluoroallenes to Allenyl Monofluorides with Aryl Boronic Esters
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DOI：
10.1021/acs.orglett.3c01583
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发表时间：
2023-06-08
期刊：
影响因子：
5.2
通讯作者：
Wu，Tao
中科院分区：
文献类型：
--
作者：
You，Yiming;Hu，Jiawen;Wu，Tao
由于担心其稳定性，很少对丙二烯基单氟化合物，特别是芳基取代的框架进行研究。在这里，我们报告了铜催化的区域选择性合成这样的结构与廉价和方便的芳基硼酸酯在温和的条件下。芳基化的丙二烯基单氟化物足够稳定，可以分离，并且很容易转化为各种其他含氟的蓝图。初步的不对称尝试表明，该反应可以通过选择性β-氟消除过程进行。
Few studies have been performed on allenyl monofluorides, especially on aryl-substituted frames, due to concerns about their stability. Here we report a copper-catalyzed regioselective synthesis of such structures with inexpensive and accessible aryl boronic esters under mild conditions. Arylated allenyl monofluorides were stable enough to be isolated and easily converted to various other fluorine-containing blueprints. Preliminary asymmetric attempts demonstrate that the reaction could proceed via a selective β-fluorine elimination process.