Kumar Rohit, Jain Vipin Kumar, Jain Nidhi
Department of Chemistry, Indian Institute of Technology, New Delhi 110016, India.
J Org Chem. 2022 Sep 16;87(18):11939-11946. doi: 10.1021/acs.joc.2c00607. Epub 2022 Aug 30.
Mild and efficient ruthenium-catalyzed hydroxy-arylation of the terminal double bond of -substituted 3-methyleneisoindolin-1-ones is described. The reaction takes place with aryl diazonium salt as the arylating reagent and water as the hydroxyl source in visible light at ambient temperature. The strategy entails vicinal difunctionalization of alkene and enables construction of 3-benzyl-3-hydroxyisoindolin-1-one heterocyclic scaffolds in moderate to good yields. C-C and C-O bonds are formed in one pot without any external additive and oxidant through an generation of a carbocation intermediate in green light.
本文描述了温和且高效的钌催化的β-取代的3-亚甲基异吲哚啉-1-酮末端双键的羟基芳基化反应。该反应以芳基重氮盐作为芳基化试剂，水作为羟基源，在室温可见光条件下进行。该策略涉及烯烃的邻位双官能化反应，能够以中等至良好的产率构建3-苄基-3-羟基异吲哚啉-1-酮杂环骨架。通过在绿光下生成碳正离子中间体，在无任何外部添加剂和氧化剂的情况下，一锅法形成C-C键和C-O键。
