研究目的
To develop a UV light irradiated trifluoromethylation method for diheteroaryl disulfides using CF3SO2Na to synthesize heteroaryl trifluoromethyl thioethers under mild conditions.
研究成果
A UV light-promoted trifluoromethylation of disulfides with CF3SO2Na was developed, producing heteroaryl trifluoromethyl thioethers in moderate to good yields without external photocatalyst. The reaction involves a radical mechanism and has broad substrate scope, making it synthetically useful for pharmaceutical applications.
研究不足
Diphenyl disulfide failed to give the desired product, possibly due to redox potential mismatch. The method may have limitations with certain substrates and requires UV light irradiation.
1：Experimental Design and Method Selection:
The study involves a UV light-promoted radical reaction using CF3SO2Na as the trifluoromethyl source without external photocatalyst. The reaction is conducted under air at room temperature.
2：Sample Selection and Data Sources:
Various diheteroaryl disulfides, including 1,2-di(pyrimidin-2-yl) disulfides and quinoline-2-disulfides, are synthesized and used as substrates.
3：List of Experimental Equipment and Materials:
UV light sources (100 W and 300 W, 365 nm), solvents (e.g., acetone, CH3CN), CF3SO2Na, disulfides, and radical inhibitors like TEMPO and BHT.
4：Experimental Procedures and Operational Workflow:
Disulfides and CF3SO2Na are mixed in solvent, irradiated with UV light for specified times (4-8 h), and products are purified by column chromatography.
5：Data Analysis Methods:
Products are characterized using NMR spectroscopy (1H, 13C, 19F) and HRMS for structural confirmation and yield calculation.
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