Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (2): 566-570.DOI: 10.6023/cjoc201805024 Previous Articles     Next Articles



付超, 樊彦霞, 孙启辉, 易维银, 易封萍   

  1. 上海应用技术大学香料香精技术与工程 上海 201418
  • 收稿日期:2018-05-10 修回日期:2018-07-24 发布日期:2018-09-05
  • 通讯作者: 易封萍

One-Pot Synthesis of 2-Benzyl-3,4-dihydro-2H-isoquinolin-1-ones Catalyzed by CuCl2

Fu Chao, Fan Yanxia, Sun Qihui, Yi Weiyin, Yi Fengping   

  1. School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai 201418
  • Received:2018-05-10 Revised:2018-07-24 Published:2018-09-05
  • Contact: 10.6023/cjoc201805024

An facile, effective, copper-catalyzed one-pot approach to 2-benzyl-3,4-dihydroquinolin-1-ones has been successfully developed. The compounds were achieved by the reaction of tetrahydroisoquinoline, benzyl azide and benzaldehyde in one-pot fashion via nucleophilic addition reaction followed by oxidation. The desired products were afforded in the high yield of 50%~70%. Moreover, The effects of different catalyst, additives, reaction temperature and proportion of substrates on the reaction were also investigated. The results showed that the optimizing conditions of reaction were CuCl2 as catalyst, CH3COOH as additive and toluene as solvent. A series of 2-benzyl-3, 4-dihydro-2H-isoquinolin-1-ones can be efficiently obtained under the optimizing conditions.

Key words: CuCl2, one-pot, 2-benzyl-3,4-dihydro-2H-isoquinolin-1-ones