College of Pharmacy, Chungnam National University, Daejeon 34134, Korea.
J Org Chem. 2022 Mar 4;87(5):2640-2650. doi: 10.1021/acs.joc.1c02607. Epub 2022 Jan 12.
The three-component alkylfluorination of olefins via an oxidative radical-polar crossover under visible light-induced photocatalysis is disclosed. A key feature of this reaction is the incorporation of two synthetically meaningful components involving a three-dimensional alkyl group and a fluorine atom using easily preparable -hydroxyphthalimide esters as the alkyl donors and a low-cost hydrogen fluoride as the fluorine source. Furthermore, a one-step procedure using commercially available carboxylic acids demonstrated the versatility of this new method.
可见光诱导光催化下通过氧化自由基-极性交叉实现烯烃的三组分烷基氟化反应被揭示。该反应的一个关键特点是使用易于制备的 -羟基邻苯二甲酰亚胺酯作为烷基供体和低成本的氟化氢作为氟源,引入了两个具有合成意义的组件,涉及三维烷基和氟原子。此外,使用市售羧酸的一步法证明了这种新方法的多功能性。