European Journal of Organic Chemistry · 2019 · 13 citations · 41 references
Natural SciencesChemistryCatalysisGreen ChemistryInorganic ChemistryFree-radical PolymerizationPhotocatalysisPhotochemical SynthesisPhotochemistryOrganic Phosphorus CompoundsPhosphine Oxide PhotoinitiatorsPhotocatalytic OxidationPhotocatalytic SynthesisPhotochemical FunctionalizationPhotochemical OxidationUltraviolet PhotochemistryVisible-light Photocatalysis
We describe a simple and metal‐free photochemical strategy for the direct hydrotrifluoromethylation of vinyl phosphonates or phosphine oxides by sodium triflinate under ultraviolet or visible light irradiation. Acetone and diacetyl were used as radical initiators to generate CF 3 radicals that were efficiently added to vinyl phosphonates or phosphine oxide to yield β‐trifluoromethylated phosphorus compounds without the use of any catalyst. A broad scope of substrates scope is demonstrated in moderate to excellent yields. Mechanistic experiments were performed to study the source of hydrogen; the results indicate that H 2 O in the solvent or additive is the primary hydrogen source.
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Catalytic Hydrotrifluoromethylation of Unactivated Alkenes
Satoshi Mizuta, Stefan Verhoog, Keary M. Engle et al. · Journal of the American Chemical Society · 2013 · 427 citations · Full text
Simple and Clean Photoinduced Aromatic Trifluoromethylation Reaction
Lu Li, Xiaoyue Mu, Wenbo Liu et al. · Journal of the American Chemical Society · 2016 · 316 citations