有机化学 ›› 2024, Vol. 44 ›› Issue (10): 3185-3197.DOI: 10.6023/cjoc202405042 上一篇    下一篇

研究论文

以CO2为C1源合成N-芳基吡咯烷

周于佳, 孔荞, 朱道勇*(), 王少华*()   

  1. 兰州大学药学院 功能有机分子化学国家重点实验室 兰州 730000
  • 收稿日期:2024-05-29 修回日期:2024-08-22 发布日期:2024-09-10
  • 基金资助:
    国家重点研发计划(2023YFA1506404); 甘肃省科技计划(23ZDFA003); 甘肃省科技计划(23JRRA1144); 甘肃省科技计划(23JRRA1028); 甘肃省科技计划(23CXGA0043); 兰州市科技计划(2024-1-17); 兰州市科技计划(2023-1-17); 兰州市科技计划(2023-QN-18); 中央高校基本科研业务专项(lzujbky-2022-sp09); 中央高校基本科研业务专项(lzujbky-2023-ct02); 中央高校基本科研业务专项(lzujbky-2023-pd08); 陇药协同创新中心和甘肃省药物研发计(2022GSMPA0010)

Synthesis of N-Arylpyrrolidines Using CO2 as C1 Source

Yujia Zhou, Qiao Kong, Daoyong Zhu*(), Shaohua Wang*()   

  1. State Key Laboratory of Applied Organic Chemistry, School of Pharmacy, Lanzhou University, Lanzhou 730000
  • Received:2024-05-29 Revised:2024-08-22 Published:2024-09-10
  • Contact: *E-mail: wangshh@lzu.edu.cn;zhudy@lzu.edu.cn
  • Supported by:
    National Key R&D Program of China(2023YFA1506404); Science and Technology Program of Gansu Province(23ZDFA003); Science and Technology Program of Gansu Province(23JRRA1144); Science and Technology Program of Gansu Province(23JRRA1028); Science and Technology Program of Gansu Province(23CXGA0043); Lanzhou Science and Technology Planning Project(2024-1-17); Lanzhou Science and Technology Planning Project(2023-1-17); Lanzhou Science and Technology Planning Project(2023-QN-18); Fundamental Research Funds for the Central Universities(lzujbky-2022-sp09); Fundamental Research Funds for the Central Universities(lzujbky-2023-ct02); Fundamental Research Funds for the Central Universities(lzujbky-2023-pd08); Collaborative Innovation Center for Northwestern Chinese Medicine of Lanzhou University and the Drug Research Project of Gansu Province(2022GSMPA0010)

在标准大气压下, 以二氧化碳和N-芳基丙基胺衍生物为原料, N-杂环卡宾IPr为催化剂, 1,3,5,7-四甲基环四硅氧烷(TMCTS)为还原剂, 三乙烯二胺为碱, 发展了合成系列N-芳基吡咯烷类化合物的新方法. 该反应条件温和, 无金属催化剂参与, 且反应具有良好的官能团耐受性.

关键词: CO2, N-芳基丙基胺, N-芳基吡咯烷

A series of N-arylpyrrolidines were synthesized by using carbon dioxide and N-arylpropylamine derivatives as substrates, N-heterocyclic carbene IPr as catalyst, 1,3,5,7-tetramethylcyclotetrasiloxane (TMCTS) as reducing agent, triethylenediamine as base at atmospheric pressure. The reaction features mild conditions, metal-free and good functional group tolerance.

Key words: CO2, N-arylpropylamine, N-arylpyrrolidine