Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (5): 1220-1230.DOI: 10.6023/cjoc201612014 Previous Articles     Next Articles

Reviews

季铵盐作为胺源经由两次C-N键活化的酯的胺解反应(英文)

王丽丽, 李鹏帅, 贾美林, 包永胜   

  1. 内蒙古师范大学化学与环境科学学院 内蒙古绿色催化重点实验室 呼和浩特 010022
  • 收稿日期:2016-12-06 修回日期:2017-02-13 出版日期:2017-05-25 发布日期:2017-03-03
  • 通讯作者: 包永胜 E-mail:sbbys197812@163.com
  • 基金资助:

    国家自然科学基金(No.21462031)、国家重点基础研究发展计划前期专项(No.2014CB460609)、内蒙古自治区高等学校科技项目基金(No.NJZZ14032)资助项目.

Aminolysis of Esters Using Quaternary Ammonium Salts as Amine Sources via Twice C-N Bond Activations

Wang Lili, Li Pengshuai, Jia Meilin, Bao Yongsheng   

  1. Inner Mongolia Key Laboratory of Green Catalysis, College of Chemistry and Environmental Science, Inner Mongolia Normal University, Hohhot 010022
  • Received:2016-12-06 Revised:2017-02-13 Online:2017-05-25 Published:2017-03-03
  • Contact: 10.6023/cjoc201612014 E-mail:sbbys197812@163.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21462031), the Initial Special Research for National Basic Research Program of China (No. 2014CB460609) and the Research Program of Science and Technology at University of Inner Mongolia Autonomous Region (No. NJZZ14032).

Catalyzed by supported palladium nanoparticles, an aminolysis reaction between various aryl esters and quaternary ammonium salts via twice C-N bond activations has been developed for selectively synthesis of amides. The Pd/γ-Al2O3 catalyst exhibited an excellent catalytic activity and reusability of at least five recycles in air for the reaction. The experiment results indicated that the first C-N cleavage of quaternary ammonium salt affords the tertiary amine and halohydrocarbon, and the second C-N cleavage proceeds via the formation of an iminium intermediate.

Key words: quaternary ammonium salts, aminolysis, palladium, C-N activation, aryl esters