Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (12): 3326-3331.DOI: 10.6023/cjoc201806044 Previous Articles     Next Articles

Notes

CuBr/1,8-二氮杂双环[5.4.0]十一碳-7-烯催化苄醇的选择性空气氧化反应

蔡良珍a, 黄振a, 杨立群b, 谢小敏b, 陶晓春a   

  1. a 华东理工大学化学与分子工程学院 上海 200237;
    b 上海交通大学化学化工学院 上海 200240
  • 收稿日期:2018-06-28 修回日期:2018-09-03 出版日期:2018-12-25 发布日期:2018-09-05
  • 通讯作者: 谢小敏, 陶晓春 E-mail:xiaominxie@sjtu.edu.cn;xctao@ecust.edu.cn

Selective Aerobic Oxidation of Benzylic Alcohols Catalyzed by CuBr/1,8-Diazabicyclo[5.4.0]undec-7-ene

Cai Liangzhena, Huang Zhena, Yang Liqunb, Xie Xiaominb, Tao Xiaochuna   

  1. a School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237;
    b School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240
  • Received:2018-06-28 Revised:2018-09-03 Online:2018-12-25 Published:2018-09-05
  • Contact: 10.6023/cjoc201806044 E-mail:xiaominxie@sjtu.edu.cn;xctao@ecust.edu.cn

A novel and practical cuprous bromide-catalyzed aerobic oxidation of benzylic alcohols with 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU) as the additive under air atmosphere has been developed. Various primary and secondary benzylic alcohols and allylic alcohols were smoothly transformed into the corresponding aldehydes and ketones with high yields and selectivity. The process is 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO) free and solvent-free.

Key words: aerobic oxidation, copper catalysts, benzylic alcohols, solvent-free, 2,2,6,6-tetramethylpiperidinooxy-free