Zeng Liang, Ouyang Xuan-Hui, He De-Liang, Li Jin-Heng
State Key Laboratory of Chemo/Biosensing and Chemometrics, Hunan University, Changsha 410082, China.
State Key Laboratory Base of Eco-Chemical Engineering, College of Chemical Engineering, Qingdao University of Science and Technology, Qingdao 266042, China.
J Org Chem. 2024 Sep 20;89(18):13641-13653. doi: 10.1021/acs.joc.4c01830. Epub 2024 Sep 5.
We report a visible light-induced photoreductive strategy for three-component diarylation of alkenes with aryl halides and cyanoaromatics. Upon photoredox catalysis and with tertiary alkyl amines as the electron transfer agent, aryl halides selectively undergo halogen atom transfer to generate the aryl radicals and two C(sp)-C(sp) bonds between the cabron atoms are created in a radical addition and radical-radical coupling fashion to rapidly assemble diverse functionalized polyarylalkanes with high regio- and chemoselectivity. This method can be applied to broad feedstocks, including terminal alkenes, internal alkenes, aryl iodides, aryl bromides, aryl chlorides, electron-deficient benzonitriles, and isonicotinonitriles.
我们报道了一种可见光诱导的光还原策略，用于烯烃与芳基卤化物和氰基芳烃的三组分双芳基化反应。在光氧化还原催化下，以叔烷基胺作为电子转移剂，芳基卤化物选择性地进行卤原子转移以生成芳基自由基，并且在碳（C）原子之间以自由基加成和自由基-自由基偶联的方式形成两个C(sp)-C(sp)键，从而以高区域选择性和化学选择性快速组装各种功能化的多芳基烷烃。该方法可应用于多种原料，包括末端烯烃、内烯烃、芳基碘化物、芳基溴化物、芳基氯化物、缺电子苯甲腈和异烟腈。
