Metal-Free Electrochemical Trifluoromethylation of Imidazole-Fused Heterocycles with Trifluoromethyl Thianthrenium Triflate  

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作  者:Chang Ge Lipeng Qiao Yuyang Zhang Kai Sun jangzhen An Mei Peng Xiaolan Chen Lingbo Qu Bing Yu 

机构地区:[1]College of Chemistry,Zhengzhou University,Zhengzhou,Henan 450001,China [2]National Engineering Research Center of Low-Carbon Processing and Utilization of Forest Biomass,Nanjing Forestry University,Nanjing,Jiangsu210037,China [3]School of Pharmacy,Hengyang Medical School,University of South China,Hengyang,Hunan 421001,China

出  处:《Chinese Journal of Chemistry》2024年第15期1679-1685,共7页中国化学(英文版)

基  金:the financial support from the National Key R&D Program of China(2021YFB4001100,2021YFB4001101);the National Natural Science Foundation of China(21971224,22071222,and 22171249);the Natural Science Foundation of Henan Province(232300421363);the Science&Technology Innovation Talents in Universities of Henan Province(23HASTIT003).

摘  要:A novel and eco-friendly electrochemical activation of trifluoromethyl thianthrenium triflate(TT-CF_(3)^(+)OTf^(-))for trifluoromethylation of imidazole-fused heteroaromatic compounds was established.This method involves the direct electrolysis of TT-CF_(3)^(+)OTf^(-)without the requirement of external oxidants or catalysts,aligning with the principles of green chemistry.A wide range of imidazole-fused heteroaromatic compounds including imidazo[1,2-a]pyridines and benzo[d]imidazo[2,1-b]thiazoles have been successfully trifluoromethylated using this technique,exhibiting excellent compatibility with various functional groups and a broad substrate scope.Moreover,the method's applicability for one-pot sequential reactions enables the reduction of waste and resource consumption by eliminating the need for intermediate purification steps.

关 键 词:TRIFLUOROMETHYLATION ELECTROCHEMICAL METAL-FREE Imidazole-fused heterocycles Thianthrenium 

分 类 号:O64[理学—物理化学]

 

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