Chinese Journal of Applied Chemistry ›› 2023, Vol. 40 ›› Issue (12): 1693-1699.DOI: 10.19894/j.issn.1000-0518.230265

• Full Papers • Previous Articles     Next Articles

Green Synthesis and Antibacterial Activity of N‑Benzyl Sulfoximines

Guo-Qing CAI, Jing-Ru DONG, Jun-Ming MO()   

  1. Key Laboratory of Chemistry and Engineering of Forest Products,State Ethnic Affairs Commision,Guangxi Minzu University,Nanning 530006,China
  • Received:2023-09-04 Accepted:2023-11-18 Published:2023-12-01 Online:2024-01-03
  • Contact: Jun-Ming MO
  • About author:moandli@163.com
  • Supported by:
    the National Natural Science Foundation of China(21702033);Guangxi Natural Science Foundation(2016GXNSFCA380018)

Abstract:

The coupling reaction between NH-sulfoximine and substituted toluene is achieved under mild conditions via visible light-catalysis strategy using easily prepared unprotected NH-sulfoximine with cheap and readily available substituted toluene as starting materials. After the effects of different photocatalysts, bases, and solvents in the reaction are investigated, substrate scopes of sulfoximines and toluene are expanded. Finally, preliminary studies on the antibacterial activity of the products are conducted. The results show that the optimal reaction conditions are: sulfoximine (0.2 mmol), toluene (0.24 mmol), potassium carbonate (0.26 mmol), Eosin Y (0.02 mmol), NBS (0.26 mmol), isopropanol (1 mL), reaction at room temperature for 24 h under 18 W blue LED light. This reaction has good applicability to different sulfoximine substrates and toluene substrates, with yields ranging from 46% to 75%. Among the 16 tested compounds, 7 compounds have inhibitory effects on Escherichia coli and 6 compounds have inhibitory effects on Staphylococcusaureus.

Key words: Sulfoximine, Photocatalysis, Coupling reaction, Antibacterial activity

CLC Number: