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

页码：10908 / 10916

页数：9

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