Synthesis of Coumestan Derivatives via FeCl3-Mediated Oxidative Ring Closure of 4-Hydroxy Coumarins

A concise and efficient approach to the syntheses of coumestan analogues has been developed. The underpinning strategy involves a FeCl3-mediated direct intramolecular oxidative annellation of 4-hydroxy-3-phenyl-2H-chromen-2-one derivatives. Utilizing this synthetic protocol, a variety of coumestan d...

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Bibliographic Details
Published in:Journal of organic chemistry 2011-04, Vol.76 (8), p.2744-2752
Main Authors: Tang, Lina, Pang, Yongle, Yan, Qiao, Shi, Liuqing, Huang, Jianhui, Du, Yunfei, Zhao, Kang
Format: Article
Language:English
Subjects:
Biological Products - chemical synthesis
Chemistry
Chlorides - chemistry
Coumarins - chemical synthesis
Exact sciences and technology
Ferric Compounds - chemistry
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Indicators and Reagents - chemistry
Indicators and Reagents - supply & distribution
Molecular Structure
Organic chemistry
Oxidation-Reduction
Preparations and properties
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Summary:A concise and efficient approach to the syntheses of coumestan analogues has been developed. The underpinning strategy involves a FeCl3-mediated direct intramolecular oxidative annellation of 4-hydroxy-3-phenyl-2H-chromen-2-one derivatives. Utilizing this synthetic protocol, a variety of coumestan derivatives were conveniently obtained from readily available reagents.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo2000644