Copper-catalyzed radical-mediated intermolecular cyanomonofluoroalkylation of alkenes and alkynes

被引：1
作者：
Cui, Xuhui [1 ]
Wang, Xia [1 ]
Huang, Yanlan [1 ]
Jiang, Qi [1 ]
Liu, Li [1 ]
Wang, Yanzhao [1 ,2 ]
Wu, Jingjing [1 ,2 ,3 ]
Wu, Fanhong [1 ,2 ]
机构：
[1] Shanghai Inst Technol, Sch Chem & Environm Engn, Shanghai 201418, Peoples R China
[2] Shanghai Inst Technol, Shanghai Engn Res Ctr Green Fluoropharmaceut Techn, Shanghai 201418, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, Lingling Rd, Shanghai 200032, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2023年 / 21卷 / 16期
基金：
中国国家自然科学基金;
关键词：
ARYL BORONIC ACIDS; IODODIFLUOROMETHYL KETONES; CONTAINING PHARMACEUTICALS; FACILE SYNTHESIS; CYANATION; FLUORINE; CYANOTRIFLUOROMETHYLATION; STYRENES; CYANOFLUOROALKYLATION; DIFUNCTIONALIZATION;
D O I：
10.1039/d3ob00289f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A novel copper-catalyzed three-component reaction of monofluoroalkylation agents, alkenes and TMSCN is described. In addition, alkynes could also be compatible with the reaction system to obtain three-component products for the first time with moderate yield and excellent E/Z stereoselectivity. This reaction provides a facile method for the synthesis of cyanomonofluoroalkyl compounds, which may serve as potentially useful organic intermediates for further transformations. Preliminary mechanistic investigation indicated that monofluoroalkyl free radicals were involved in the cyanomonofluoroalkylation process.
引用
收藏
页码：3447 / 3452
页数：6
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