镍催化吡啶/喹啉鎓盐分子内去芳构化芳基加成反应  

Nickel-Catalyzed Intramolecular Dearomative Arylation of Pyridiniums and Quinoliniums

作　　者：芦军 李奇闯 梁仁校[1] 贾义霞[1] Lu Jun;Li Qichuang;Liang Renxiao;Jia Yixia(College of Chemical Engineering,Zhejiang University of Technology,Hangzhou 310014)

机构地区：[1]浙江工业大学化工学院,杭州310014

出　　处：《有机化学》2023年第5期1875-1882,共8页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(Nos.22071217,91956117)资助项目。

摘　　要：发展了溴化镍催化下吡啶/喹啉鎓盐与溴代芳烃的分子内去芳构化加成反应.在锌粉作还原剂条件下,镍催化的溴代芳烃与吡啶/喹啉鎓盐碳氮双键的分子内Grignard型加成反应顺利发生,实现了吡啶/喹啉的去芳构化,并以中等至良好的收率合成了一系列具有二氢吡啶/二氢喹啉结构单元的螺环吲哚酮类化合物.A nickel-catalyzed intramolecular dearomative arylation reaction of pyridiniums and quinoliniums is developed.In the presence of zinc powder as a reducing agent,the intramolecular Grignard-type addition of arylbromides to the C=N bonds of pyridiniums and quinoliniums proceeds smoothly to render pyridines and quinolines dearomatization,leading to a range of spirooxindole derivatives bearing dihydropyridine and dihydroquinoline moieties in moderate to good yields.

关 键 词：吡啶 喹啉 芳基化 去芳构化 镍 

分 类 号：O626[理学—有机化学]