Copper-mediated three-component synthesis of 2-trifluoromethyl benzimidazoles

被引:6
|
作者
You, Chenhui [1 ,2 ,3 ]
Huang, Yangjie [1 ]
You, Yi [2 ,3 ]
Weng, Zhiqiang [1 ,2 ,3 ]
机构
[1] Minjiang Univ, Coll Mat & Chem Engn, Fujian Engn Res Ctr New Chinese Lacquer Mat, Fuzhou 350108, Peoples R China
[2] Fuzhou Univ, Coll Chem, Key Lab Mol Synth & Funct Discovery, Fuzhou 350108, Peoples R China
[3] Fuzhou Univ, Coll Chem, Fujian Prov Key Lab Electrochem Energy Storage Ma, Fuzhou 350108, Peoples R China
基金
中国国家自然科学基金;
关键词
HETEROARYL BROMIDES; C-N; TRIFLUOROMETHYLATION; TRIFLUOROACETYLATION; 2-FLUOROALKYLBENZIMIDAZOLES; PERFLUOROALKYLATION;
D O I
10.1039/d2qo00285j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A copper-mediated three-component reaction of o-iodoanilines, anilines, and ethyl trifluoropyruvate is reported. The transformation allows diverse substrate scope on both o-iodoanilines and anilines, delivering various 2-trifluoromethylbenzimidazole products in moderate to good yields. Mechanistic studies suggest that this transformation proceeds via condensation of o-iodoaniline with ethyl trifluoropyruvate, followed by an intermolecular Ullmann-type cross-coupling reaction with aniline and intramolecular amination.
引用
收藏
页码:3247 / 3254
页数:8
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