Microwave-Assisted Synthesis of Azacoumarin Fluorophores and the Fluorescence Characterization

By screening of reaction conditions and evaluation of its fluorescent properties, an environmentally sensitive fluorescent group, 8-aza-7-hydroxy-4-methylcoumarin, was synthesized in 70% yield using MgBr2 as a Lewis acid under microwave irradiation. It has a high fluorescent quantum yield, is adequa...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 82; no. 5; pp. 2739 - 2744
Main Authors Takano, Hikaru, Narumi, Tetsuo, Nomura, Wataru, Tamamura, Hirokazu
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 03.03.2017
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
PROTEIN
POLARITY
COUMARINS
SOLVENT
PROBES
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Summary:By screening of reaction conditions and evaluation of its fluorescent properties, an environmentally sensitive fluorescent group, 8-aza-7-hydroxy-4-methylcoumarin, was synthesized in 70% yield using MgBr2 as a Lewis acid under microwave irradiation. It has a high fluorescent quantum yield, is adequately soluble in water, and produces fluorescent emission in protic solvents and at neutral pH. Therefore, it could be useful in biosensors that are required to emit in hydrophilic environments such as cells.
Bibliography:KAKEN
ObjectType-Article-1
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02656