Visible light induced 3-position-selective addition of arylpropiolic acids with ethers via C(sp³)–H functionalization

Abstract

Although the 2-position-selective decarboxylative coupling or addition of arylpropiolic acids with cyclic ethers has been intensively investigated, selective functionalization of arylpropiolic acids at the 3-position is still a big challenge.

Photo/Electrochemical‐Mediated C(sp3)−H Bond Functionalization of (Thio)Ethers

“…In 2020, Luo's group developed an intriguing and mild method for visible light‐induced regioselective addition of arylpropiolic acids by attacking exclusively at the 3‐position with cyclic/acyclic ethers (Scheme 22). [31] The catalytic system is suitable for reactions between various aryl propionic acids and ethers and produces 3,3‐bisubstituted acrylic acid compounds in moderate to excellent yields. Notably, the authors proposed a rational reaction mechanism for energy‐transfer‐induced radical addition under photocatalysis on the basis of controlled experiments.…”

Progress ofα-Position Functionalization of Ethers under Photo/Electrocatalysis

“…同年, 罗军等 [50] 在光催化下使用苯丙炔酸和四氢 呋喃, 通过迈克尔加成得到了一系列的 3,3-二取代丙烯 值得注意的是, 当丙烯酸酯的邻位碳为饱和碳时, 该方 法不会有偶联产物生成, 仅得到香豆素. 根据动力学同 位素实验(KIE)实验, 自由基抑制实验及相关文献 [53] ,…”