Selective C-F Bond Etherification of Trifluoromethylalkenes with Phenols

被引:15
|
作者
Tian, Qingqiang [1 ]
Pei, Boqun [1 ]
Wang, Chuxia [1 ]
Zhang, Chiying [1 ]
Li, Yahui [1 ,2 ]
机构
[1] Anhui Agr Univ, Sch Resources & Environm, Key Lab Agri Food Safety Anhui Prov, Hefei 230036, Peoples R China
[2] Guizhou Univ, State Key Lab Breeding Base Green Pesticide & Agr, Key Lab Green Pesticide & Agr Bioengn, Minist Educ, Guiyang 550025, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 16期
基金
中国国家自然科学基金;
关键词
CARBONYLATION; ACTIVATION; ETHERS;
D O I
10.1021/acs.joc.2c01197
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Selective functionalization of a single sp(3) C-F bond of the CF3 group represents an appealing way to generate the pharmaceutically privileged difluoromethylene moiety. Herein, a novel protocol for the C-F bond etherification of trifluoromethylalkenes and phenols is reported. A variety of alkenyl difluoroaryloxy ethers are obtained with good chemoselectivity and functional group tolerance. DFT calculation results and control experiments suggest that metal ion Cs+ might be involved in this defluorooxylation. Furthermore, the desired product exhibits a good insecticidal activity.
引用
收藏
页码:10908 / 10916
页数:9
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