Sulfoxide‐Promoted Chlorination of Indoles and Electron‐Rich Arenes with Chlorine as Nucleophile
作者:Yuan‐Zhao Ji、Hui‐Jing Li、Yi‐Ruo Wang、Zheng‐Yan Zhang、Yan‐Chao Wu
DOI:10.1002/adsc.201901492
日期:2020.3.4
An efficient chlorination of indoles and electron‐rich arenes with chlorine anion as nucleophile is described. With the use of ethyl phenyl sulfoxide as the promoter, the reaction went smoothly under metal‐free and mild conditions. Various indoles and electron‐rich arenes are converted into the corresponding chlorinated compounds in moderate to excellent yields. A plausible interrupted Pummerer reaction
描述了用氯阴离子亲核试剂对吲哚和富电子芳烃进行有效的氯化。使用乙基苯亚砜作为促进剂,在无金属和温和条件下,反应平稳进行。各种吲哚和富电子芳烃以中等至极好的收率转化为相应的氯化化合物。提出了一种合理的中断Pummerer反应机理,而没有氯离子的氧化。另外,仅通过简单的氧化反应,副产物硫醚就可以容易地转化为原料亚砜。