Search results for "Eosin Y"

showing 2 items of 2 documents

A Combination of Visible-Light Organophotoredox Catalysis and Asymmetric Organocatalysis for the Enantioselective Mannich Reaction of Dihydroquinoxal…

2019

[EN] An enantioselective photooxidative Mannich reaction of dihydroquinoxalinones with ketones by the merger of organophotoredox and asymmetric organocatalysis is described. This protocol features very mild reaction conditions using simple and cheap catalysts (Eosin Y and (S)-Proline) for the synthesis of chiral quinoxaline derivatives with good to high yields (up to 94%) and excellent enantioselectivities (up to 99% ee).

AlkylationActivation010402 general chemistry01 natural sciencesBiochemistryCatalysisReaccions químiqueschemistry.chemical_compoundQuinoxalineCatàlisiComplexesTertiary-AminesAcidOrganic chemistryPhysical and Theoretical ChemistryEosin YFunctionalizationMannich reactionReaction conditions010405 organic chemistryOrganic ChemistryEnantioselective synthesisMethodology0104 chemical sciencesPhotoredox catalysisEfficientchemistryOrganocatalysisFISICA APLICADAHydrogenationQuímica orgànicaVisible spectrum
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Photoredox-catalyzed synthesis of N-unsubstituted enaminosulfones from vinyl azides and sulfinates

2021

Abstract A metal-free visible light photoredox-catalyzed synthesis of N-unsubstituted enaminosulfones from vinyl azides and sodium sulfinates in moderate to high yields is described. The reaction proceeds in ethanol and uses eosin Y as a readily available photocatalyst in combination with nitrobenzene as an electron shuttle. Taking into account the number of steps involved (generation of the sulfonyl radical, its addition to the double bond, elimination of molecular nitrogen with formation of an iminyl radical, followed by its reduction and protonation) as well as the number of redox-active reaction partners involved, the selectivity of the process is quite impressive.

Sulfonylchemistry.chemical_classificationDouble bond010405 organic chemistryChemistryOrganic ChemistryProtonation010402 general chemistry01 natural sciencesBiochemistryMedicinal chemistry0104 chemical sciencesCatalysisNitrobenzenechemistry.chemical_compoundDrug DiscoveryPhotocatalysisSelectivityEosin YTetrahedron Letters
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