Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (5): 1205-1212.DOI: 10.6023/cjoc201701051 Previous Articles     Next Articles



许定健, 孟力陈, 徐航, 姚小泉   

  1. 南京航空航天大学材料科学与技术学院应用化学系 南京 210016
  • 收稿日期:2017-01-27 修回日期:2017-03-21 发布日期:2017-03-31
  • 通讯作者: 姚小泉
  • 基金资助:


Ligand-Triggered, Copper Catalyzed Synthesis of Peresters and Allylic Ester from Aldehydes

Xu Dingjian, Meng Lichen, Xu Hang, Yao Xiaoquan   

  1. Department of Applied Chemistry, Nanjing University of Aeronautics and Astronautics, Nanjing 210016
  • Received:2017-01-27 Revised:2017-03-21 Published:2017-03-31
  • Contact: 10.6023/cjoc201701051
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21472092, 21172107), and the Priority Academic Program Development of Jiangsu Higher Education Institutions.

A copper iodide catalyzed reaction of aldehydes and t-butyl hydroperoxide (TBHP) was developed for the synthesis of peresters in the presence of bipyridine ligand under mild and neat conditions. The addition of bipyridine ligand increased the catalytic activities of copper catalyst significantly and triggered the reaction. The reaction showed good tolerance to various substrates, and good to excellent yields were obtained. Furthermore, a one-pot synthesis of allylic esters was also achieved by the addition of cyclohexene to the reaction mixture under neat condition at relative lower temperature.

Key words: copper catalyzed, N-donor ligand, C-H activation, perester, allylic ester, one-pot synthesis, neat