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

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.