有机化学 ›› 2021, Vol. 41 ›› Issue (8): 3089-3096.DOI: 10.6023/cjoc202104030 上一篇    下一篇

研究论文

钯催化的芳酰氧基氨基甲酸酯的分子内脱羧烯丙基胺化反应

李晓颖, 李培贺, 王峥, 付辉, 戴啟谱*()   

  1. 北京理工大学化学与化工学院 原子分子簇科学教育部重点实验室 光电材料北京市重点实验室 北京 100081
  • 收稿日期:2021-04-15 修回日期:2021-05-15 发布日期:2021-06-02
  • 通讯作者: 戴啟谱
  • 基金资助:
    北京理工大学优秀青年学者研究基金(3190012211808); 北京理工大学优秀青年学者研究基金(3190012331518); 北京理工大学优秀青年学者研究基金(3190012331523); 国家自然科学基金(21871026)

Palladium-Catalyzed Intramolecular Decarboxylative Allylic Amination of Aroyloxycarbamates

Xiaoying Li, Peihe Li, Zheng Wang, Hui Fu, Qipu Dai()   

  1. Beijing Key Laboratory of Photoelectronic/Electrophotonic, Key Laboratory of Cluster Science of Ministry of Education, School of Chemistry and Chemical Engineering, Beijing Institute of Technology, Beijing 100081
  • Received:2021-04-15 Revised:2021-05-15 Published:2021-06-02
  • Contact: Qipu Dai
  • Supported by:
    Excellent Young Scholars Research Fund of Beijing Institute of Technology(3190012211808); Excellent Young Scholars Research Fund of Beijing Institute of Technology(3190012331518); Excellent Young Scholars Research Fund of Beijing Institute of Technology(3190012331523); National Natural Science Foundation of China(21871026)

烯丙基胺化合物是有机合成化学和药物化学的重要化合物之一, 其合成方法备受关注. 以芳酰氧基氨基甲酸酯为原料通过分子内脱羧一步合成了烯丙基胺化合物, 而原料芳酰氧基氨基甲酸酯可由廉价易得的羧酸和羟胺原位制备. 反应条件温和, 底物普适性好, 并且可以实现克级和吲哚的合成.

关键词: 钯催化, 芳氧酰氨基甲酸酯, 脱羧, 烯丙基胺化, 烯丙胺

Allylamine compounds are one of the important compounds in organic synthetic chemistry and pharmaceutical chemistry, the synthetic methods of which are concerned. Using aroyloxycarbamates as start material, which was prepared in situ by cheap and easy-available carboxylic acid and hydroxylamine, allylamine compounds were synthesized by decarboxylation in one step. The reaction conditions are mild and the substrate is generally applicable. Moreover, the reaction realized the synthesis of indole.

Key words: palladium-catalysis, aroyloxycarbamate, decarboxylation, allylic amination, allylamine