期刊
ORGANIC LETTERS
卷 21, 期 13, 页码 5116-5120出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01714
关键词
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资金
- National Natural Science Foundation of China [21602119, 21702113]
- Foundation of He'nan Educational Committee [16A150057]
- Beijing Postdoctoral Research Foundation
- Program for Science and Technology Innovation Talents in Universities of Henan Province [19HASTIT033]
The hydrotrifluoromethylation of benzyl-protected homoallylic alcohol and amine derivatives catalyzed by 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile (4CzIPN) was developed. This reaction delivered delta-fluoromethylated free alcohols and amines with in situ deprotection of benzyl protecting group under mild irradiation conditions. 4CzIPN was found to be a competent metal-free photoredox catalyst for activating several types of fluoromethylation reagents including CF3SO2Cl, Togni's reagent, and 2-bromo-2,2-difluoroacetate via oxidative quenching and also CF3SO2Na through reductive quenching to allow direct hydrotrifluoromethylation of simple alkenes and Michael acceptors.
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