6533b7d7fe1ef96bd12679fc

RESEARCH PRODUCT

A Combination of Visible-Light Organophotoredox Catalysis and Asymmetric Organocatalysis for the Enantioselective Mannich Reaction of Dihydroquinoxalinones with Ketones

M. Carmen MuñozCarlos VilaGonzalo BlayJaume Rostoll-berenguerJosé R. Pedro

subject

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

description

[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).

yearjournalcountryeditionlanguage
2019-01-01
10.1021/acs.orglett.9b02157https://doi.org/10.1021/acs.orglett.9b02157