Transition-Metal-Free Direct Trifluoromethylthiolation and Trifluoromethylsulfoxidation of Electron-Rich Aromatics with CF3SO2Na in the Presence of PCl3

被引:58
|
作者
Zhao, Xia [1 ]
Wei, Aoqi [1 ]
Yang, Bo [1 ]
Li, Tianjiao [1 ]
Li, Quan [2 ]
Qiu, Di [1 ]
Lu, Kui [2 ]
机构
[1] Tianjin Normal Univ, Tianjin Key Lab Struct & Performance Funct Mol, Key Lab Inorgan Organ Hybrid Funct Mat Chem, Coll Chem,Minist Educ, Tianjin 300387, Peoples R China
[2] Tianjin Univ Sci & Technol, Coll Biotechnol, Tianjin 300457, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 17期
基金
美国国家科学基金会;
关键词
HYPERVALENT IODINE REAGENT; SODIUM TRIFLUOROMETHANESULFINATE; SULFONYL HYDRAZIDES; DIFLUOROMETHYLTHIOLATION; THIOLATION; CHLORIDE; PERFLUOROALKYLTHIOLATION; PYRAZOLONES; INDOLES; ACIDS;
D O I
10.1021/acs.joc.7b01226
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new transition-metal-free route for the direct trifluoromethylthiolation and trifluoromethylsulfoxidation of electron-rich aromatics with CF3SO2Na in the presence of PCl3 was developed. Notably, PCl3 was used as a reducing and chlorination reagent. The transition-metal-free protocol utilized cheap and readily available reagents and exhibited good atom economy; therefore, it will serve as an alternative and practical strategy for the trifluoromethylthiolation and trifluoromethylsulfoxidation of electron-rich aromatics.
引用
收藏
页码:9175 / 9181
页数:7
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