Efficiency and Selectivity Aspects in the C–H Functionalization of Aliphatic Oxygen Heterocycles by Photocatalytic Hydrogen Atom Transfer

作者: Carlotta Raviola , Davide Ravelli , None

DOI: 10.1055/S-0037-1612079

关键词: HydrogenThioxanthoneChemoselectivityPhotochemistryPhotocatalysisChemistryRadicalIntramolecular forceHydrogen atomSelectivity

摘要: The C–H to C–C conversion in aliphatic oxygen heterocycles (dioxolanes, 1,3-dioxane, or cyclic carbonates) by photocatalytic hydrogen atom transfer and subsequent trapping of the resulting radical with phenyl vinyl sulfone was investigated. performance three different photocatalysts, namely tetrabutylammonium decatungstate aromatic ketones thioxanthone 9-fluorenone, compared. UV-light-absorbing anion is more efficient permits use a smaller excess donor than ketones, although could be excited visible light. Further intramolecular selectivity studies revealed that afforded higher proportion functionalization at acetalic versus ethereal positions did anion.

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