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Selective C–F Bond Etherification of Trifluoromethylalkenes with Phenols
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2022-08-09 , DOI: 10.1021/acs.joc.2c01197
Qingqiang Tian 1 , Boqun Pei 1 , Chuxia Wang 1 , Chiying Zhang 1 , Yahui Li 1, 2
Affiliation  

Selective functionalization of a single sp3 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.

中文翻译:

三氟甲基烯烃与酚的选择性 C-F 键醚化

CF 3基团的单个 sp 3 C-F 键的选择性官能化代表了一种吸引人的方式来产生药学上特权的二氟亚甲基部分。本文报道了一种用于三氟甲基烯烃和苯酚的 C-F 键醚化的新方案。得到了多种具有良好化学选择性和官能团耐受性的烯基二氟芳氧基醚。DFT 计算结果和对照实验表明金属离子 Cs +可能参与了这种脱氟氧化作用。此外,所需产品表现出良好的杀虫活性。
更新日期:2022-08-09
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