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

被引:1
|
作者
Kim, Dae Young [1 ]
机构
[1] Soonchunhyang Univ, Dept Chem, Asan 31538, Chungnam, South Korea
来源
MOLECULES | 2023年 / 28卷 / 19期
基金
新加坡国家研究基金会;
关键词
organocatalysis; one-pot reaction; ortho-quinone methides; dihydrocoumarins; oxazolones; ORTHO-QUINONE METHIDES; ASYMMETRIC-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; CHIRAL DIHYDROCOUMARINS; CYCLOADDITIONS; DERIVATIVES; ALKYLATION; ALDEHYDES; ACCESS; ROUTE;
D O I
10.3390/molecules28196853
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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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页数:11
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