5-氟烷基化三取代恶唑的合成：α-氟烷基-α-重氮酮与酰胺的铜催化环化反应
Access to 5-fluoroalkylated trisubstituted oxazoles copper-catalyzed cyclization of α-fluoroalkyl-α-diazoketones with amides.
作者信息
Jiang Di, Jia Jingpei, Wang Baiquan, Li Bin
机构信息
State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China.
出版信息
Chem Commun (Camb). 2022 Apr 14;58(31):4853-4856. doi: 10.1039/d2cc01057g.
A novel copper-catalyzed cyclization of α-fluoroalkyl-α-diazoketones with (thio)amides has been developed. This mechanistically distinct protocol provides a robust and straightforward approach to construct 5-fluoroalkylated trisubstituted oxazoles and thiazoles with high efficiency and excellent functional group compatibility. Experimental studies suggest a mechanism involving imidate ligand migratory insertion of a copper carbenoid as the key step.
已开发出一种新型的铜催化α-氟烷基-α-重氮酮与（硫）酰胺的环化反应。这种机理独特的方法提供了一种强大而直接的途径，能够高效且具有出色的官能团兼容性地构建5-氟烷基化的三取代恶唑和噻唑。实验研究表明，该反应机理涉及亚氨酸酯配体对铜卡宾的迁移插入作为关键步骤。
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