有机化学    

研究论文

光催化胺与二硫化碳合成硫脲

李伟a, 王奕森a, 周荣a, 高文超*a   

  1. a太原理工大学化学与化工学院,山西太原,030024
  • 收稿日期:2024-05-07 修回日期:2024-07-02
  • 基金资助:
    国家自然科学基金(No. 21901179 )资助项目.

Synthesis of thioureas from amines and CS2 via photoredox catalysis

Li Weia, Yisen Wanga, Zhou Ronga, Gao Wenchao*a   

  1. aCollege of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024
  • Received:2024-05-07 Revised:2024-07-02
  • Contact: *E-mail: gaowenchao@tyut.edu.cn
  • Supported by:
    National Natural Science Foun- dation of China (No. 21901179).

近年来,光催化已经发展成为合成化学、药物化学中构建新化合物的一种重要方法。本文以CS2为硫羰基源,与胺在可见光照射下成功合成了多种对称及非对称硫脲。机理上,CS2与胺加成后在光催化剂作用下通过单电子氧化产生硫自由基,并形成活性二聚物被胺类亲核取代生成硫脲化合物。本方法反应条件温和,官能团容忍度好,合成操作简便。

关键词: 光化学反应, 硫脲, 二硫化碳, 绿色合成

In recent years, photocatalysis has become an important tool to construct new compounds in synthetic and pharmaceutical chemistry. In this work, various symmetric and unsymmetric thioureas were successfully synthesized by photoredox catalysis using CS2 as thiocarbonyl source. For the mechanism, thiyl radicals were generated via single electron transfer process under photoredox catalysis after the nucleophilic addition of amines to CS2, and then dimerized to reactive disulfides, which reacted with the other amines to form thioureas. The method has mild conditions, good functional group tolerance, and simple operation.

Key words: Photochemistry, Thioureas, Carbon disulfide, Green synthesis