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

Authors
Kim, Dae Young
Issue Date
Oct-2023
Publisher
MDPI
Keywords
organocatalysis; one-pot reaction; ortho-quinone methides; dihydrocoumarins; oxazolones
Citation
MOLECULES, v.28, no.19
Journal Title
MOLECULES
Volume
28
Number
19
URI
https://scholarworks.bwise.kr/sch/handle/2021.sw.sch/25515
DOI
10.3390/molecules28196853
ISSN
1420-3049
1420-3049
Abstract
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).
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