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通过C-H氧化/共轭加成/环化串联反应一锅法合成3,4-二氢香豆素

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

作者信息

Kim Dae Young

机构信息

Department of Chemistry, Soonchunhyang University, Asan 31538, Chungnam, Republic of Korea.

出版信息

Molecules. 2023 Sep 28;28(19):6853. doi: 10.3390/molecules28196853.

DOI:10.3390/molecules28196853
PMID:37836696
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10574682/
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 (AgO) and -toluenesulfonic acid as a Brønsted 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).

摘要

3,4-二氢香豆素衍生物是通过在氧化银（AgO）和作为布朗斯特酸催化剂的对甲苯磺酸存在下，由2-烷基苯酚和恶唑酮经C-H氧化和环化级联反应制得的。该方法提供了一种一锅法策略，以中等至高收率（64-81%）和优异的非对映选择性（>20:1）合成多取代的3,4-二氢香豆素。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/5dbf874b0660/molecules-28-06853-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/9ff5dc973f17/molecules-28-06853-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/765dddab545b/molecules-28-06853-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/eddb5ea69ba2/molecules-28-06853-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/5dbf874b0660/molecules-28-06853-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/9ff5dc973f17/molecules-28-06853-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/765dddab545b/molecules-28-06853-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/eddb5ea69ba2/molecules-28-06853-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/34e4/10574682/5dbf874b0660/molecules-28-06853-g001.jpg

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