Photocatalyzed ditrifluoromethylthiolation of alkenes with CF3SO2Na

被引：2
|
作者：
Chen, Fangming [1 ]
Jiang, Lvqi [1 ]
Hu, Chunyang [1 ]
Liu, Jie [1 ]
Yi, Wenbin [1 ,2 ]
机构：
[1] Nanjing Univ Sci & Technol, Sch Chem & Chem Engn, Nanjing 210094, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Shanghai 200032, Peoples R China
来源：
SCIENCE CHINA-CHEMISTRY | 2023年 / 66卷 / 12期
基金：
中国国家自然科学基金;
关键词：
trifluoromethylthiolation; photocatalysis; radical; difunctionalization; alkenes; HYPERVALENT IODINE REAGENT; DIRECT TRIFLUOROMETHYLTHIOLATION; PARTITION-COEFFICIENTS; CATALYZED SYNTHESIS; ACIDS; ESTERS;
D O I：
10.1007/s11426-023-1781-6
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Since the first report of sodium trifluoromethanesulfinate (CF3SO2Na) as an electrophilic trifluoromethylthiolation reagent in 2015, there has been no breakthrough in research in this field. Herein, we disclose an unprecedented usage of CF3SO2Na as a radical trifluoromethylthiolation reagent. A photocatalyzed ditrifluoromethylthiolation of alkenes with CF3SO2Na in the presence of PPh(3 )and catalytic copper has been developed. Interestingly, either Ir[(p-Fppy)(2)(bpy)]PF6 or Ir(ppy)(3) could facilitate this transformation. Mechanistic studies indicate that initiation of the radical chain proceeded via two different photocatalytic quenching mechanisms. This protocol provides a practical method for the construction of diverse vicinal ditrifluoromethylthiolated compounds.
引用
收藏
页码：3495 / 3505
页数：11
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