Trifluoromethylation of Alkyl Radicals in Aqueous Solution

被引：125
|
作者：
Shen, Haigen [1 ,2 ]
Liu, Zhonglin [1 ,2 ]
Zhang, Pei [1 ,2 ]
Tan, Xinqiang [1 ,2 ]
Zhang, Zhenzhen [1 ,2 ]
Li, Chaozhong [1 ,2 ,3 ]
机构：
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Collaborat Innovat Ctr Chem Life Sci, 345 Lingling Rd, Shanghai 200032, Peoples R China
[3] Ningbo Univ Technol, Sch Mat & Chem Engn, 201 Fenghua Rd, Ningbo 315211, Zhejiang, Peoples R China
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2017年 / 139卷 / 29期
基金：
中国国家自然科学基金;
关键词：
ALKENES;
D O I：
10.1021/jacs.7b06044
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The copper-mediated trifluoromethylation of alkyl radicals is described. The combination of Et3SiH and K2S2O8 initiates the radical reactions of alkyl bromides or iodides with BPyCu(CF3)(3) (BPy = 2,2'-bipyridine) in aqueous acetone at room temperature to afford the corresponding trifluoromethylation products in good yield. The protocol is applicable to various primary and secondary alkyl halides and exhibits-wide functional group compatibility. A mechanism involving trifluoromethyl group transfer from Cu(II)-CF3 intermediates to alkyl radicals is proposed.
引用
收藏
页码：9843 / 9846
页数：4
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