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Combining Photoredox‐Catalyzed Trifluoromethylation and Oxidation with DMSO: Facile Synthesis of α‐Trifluoromethylated Ketones from Aromatic Alkenes
301
Citations
54
References
2014
Year
Chemical EngineeringEngineeringPhotoredox‐catalyzed TrifluoromethylationPhotochemistryIridium PhotocatalystPresent Photoredox ProcessFacile SynthesisPhotoredox ProcessSynthetic PhotochemistryOrganic ChemistryPhotocatalysisAromatic AlkenesCatalysisChemistryHalogenationOrganic Compounds
Trifluoromethylated ketones are useful building blocks for organic compounds with a trifluoromethyl group. A new and facile synthesis of ketones with a trifluoromethyl substituent in the α-position proceeds through a one-pot photoredox-catalyzed trifluoromethylation-oxidation sequence of aromatic alkenes. Dimethyl sulfoxide (DMSO) serves as a key and mild oxidant under these photocatalytic conditions. Furthermore, an iridium photocatalyst, fac[Ir(ppy)3 ] (ppy=2-phenylpyridine), turned out to be crucial for the present photoredox process.
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