College of Chemistry and Chemical Engineering, Central South University, Changsha 410083, China.
Org Biomol Chem. 2021 Sep 14;19(34):7475-7479. doi: 10.1039/d1ob01410b. Epub 2021 Aug 23.
A visible-light-promoted olefinic C-H trifluoromethylation of enamides was developed by employing cheap and stable Langlois' reagent as the CF source. A series of β-CF enamides were obtained in moderate to good yields with high E-isomer selectivity under mild conditions. Preliminary mechanistic studies suggest that molecular oxygen acts as the terminal oxidant for this net oxidative process, and the E isomer selectivity could be well explained by a base-assisted deprotonation of the cation intermediate.
可见光促进的烯酰胺的烯烃 C-H 三氟甲基化反应是通过使用廉价且稳定的 Langlois 试剂作为 CF 源来开发的。在温和条件下，该反应以中等至良好的收率得到了一系列β-CF 烯酰胺，并且具有高 E-异构体选择性。初步的机理研究表明，分子氧作为该净氧化过程的末端氧化剂，而 E-异构体选择性可以通过阳离子中间体的碱辅助去质子化得到很好的解释。
