Direct Aromatic C-H Trifluoromethylation via an Electron-Donor-Acceptor Complex

被引:117
作者
Cheng, Yuanzheng [1 ]
Yuan, Xiangai [2 ]
Ma, Jing [2 ]
Yu, Shouyun [1 ]
机构
[1] Nanjing Univ, Sch Chem & Chem Engn, State Key Lab Analyt Chem Life Sci, Nanjing 210093, Jiangsu, Peoples R China
[2] Nanjing Univ, Inst Theoret & Computat Chem, Sch Chem & Chem Engn, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
arenes; C-H functionalization; donor-acceptor systems; electron transfer; trifluoromethylation; CHARGE-TRANSFER COMPLEXES; COPPER-CATALYZED TRIFLUOROMETHYLATION; ANIONIC SIGMA-COMPLEXES; ALIPHATIC-AMINES; RADICAL TRIFLUOROMETHYLATION; PHOTOREDOX CATALYSIS; PHOTOCHEMICAL TRIFLUOROMETHYLATION; UNACTIVATED ALKENES; ORGANIC-COMPOUNDS; ALPHA-ALKYLATION;
D O I
10.1002/chem.201500896
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel electron-donor-acceptor (EDA) complex-mediated direct CH trifluoromethylation of arenes with Umemoto's reagent has been developed. This transformation has been enabled by an unprecedented EDA complex formed by Umemoto's reagent and an amine, which was supported by experiments and theoretical calculations. The radical-based methodology presented here allows to access highly-functionalized trifluoromethyl arenes in up to 81% chemical yield.
引用
收藏
页码:8355 / 8359
页数:5
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