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

页码：9843 / 9846

页数：4

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