Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume -, Issue -, Pages -Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.2c01197
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Funding
- National Natural Science Foundation of China [22101005]
- National Key Research and Development Program of China [2021YFD1700104]
- Natural Science Foundation of Anhui Province [1908085MC71]
- Key Research and Development Program of Anhui Province [202104a06020008]
- Postgraduate Scientific Research Projects of Universities in Anhui Province [YJS20210197]
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A novel protocol for selective C-F bond etherification of trifluoromethylalkenes and phenols has been reported, generating the pharmaceutically privileged difluoromethylene moiety. DFT calculation results and control experiments suggest the involvement of metal ion Cs+ in the defluorooxylation process. Furthermore, the obtained product exhibits good insecticidal activity.
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.
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