Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Communication to the Editor
Construction of 7-Diethylaminocoumarins Promoted by an Electron-Withdrawing Group
Chisato YoshikawaHiroaki IshidaNami OhashiHiroyuki KojimaToshimasa Itoh
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2021 Volume 69 Issue 7 Pages 608-611

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Abstract

The coumarin skeleton has been a focus of attention for many years, and its fluorescence properties vary depending on the substituents. Fluorescent coumarin derivatives are useful tools for many strategies have been developed for their synthesis. Although 7-diethylaminocoumarin has excellent fluorescence properties, it is unstable. We have developed a facile strategy for the synthesis of 7-diethylaminocoumarin derivatives by increasing the electrophilicity of the ynone moiety to promote nucleophilic addition reactions and cyclization. The reaction tolerates a variety of substitutions at the 4-position.

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