Citation: Wang Lili, Li Pengshuai, Jia Meilin, Bao Yongsheng. Aminolysis of Esters Using Quaternary Ammonium Salts as Amine Sources via Twice C-N Bond Activations[J]. Chinese Journal of Organic Chemistry, ;2017, 37(5): 1220-1230. doi: 10.6023/cjoc201612014 shu

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

  • Corresponding author: Bao Yongsheng, sbbys197812@163.com
  • Received Date: 6 December 2016
    Revised Date: 13 February 2017

    Fund Project: the Research Program of Science and Technology at University of Inner Mongolia Autonomous Region NJZZ14032the Initial Special Research for National Basic Research Program of China 2014CB460609by the National Natural Science Foundation of China 21462031

Figures(6)

  • 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.
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