One-Pot Synthesis of 3,4-Dihydrocoumarins via C-H Oxidation/Conjugate Addition/Cyclization Cascade Reaction

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초록

The 3,4-dihydrocoumarin derivatives were obtained from 2-alkyl phenols and oxazolones via C-H oxidation and cyclization cascade in the presence of silver oxide (Ag2O) and p-toluenesulfonic acid as a Bronsted acid catalyst. This approach provides a one-pot strategy to synthesize the multisubstituted 3,4-dihydrocoumarins with moderate to high yields (64-81%) and excellent diastereoselectivity (>20:1).

키워드

organocatalysisone-pot reactionortho-quinone methidesdihydrocoumarinsoxazolonesORTHO-QUINONE METHIDESASYMMETRIC-SYNTHESISENANTIOSELECTIVE SYNTHESISCHIRAL DIHYDROCOUMARINSCYCLOADDITIONSDERIVATIVESALKYLATIONALDEHYDESACCESSROUTE
제목
One-Pot Synthesis of 3,4-Dihydrocoumarins via C-H Oxidation/Conjugate Addition/Cyclization Cascade Reaction
저자
Kim, Dae Young
DOI
10.3390/molecules28196853
발행일
2023-10
유형
Article
저널명
Molecules
28
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