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Construction of 7-Diethylaminocoumarins Promoted by an Electron-Withdrawing Group

Chemical and Pharmaceutical Bulletin, 2021/07/01, Vol.69(7), pp.608-611 [Peer Reviewed Journal]

2021 The Pharmaceutical Society of Japan ;Copyright Japan Science and Technology Agency 2021 ;ISSN: 0009-2363 ;EISSN: 1347-5223 ;DOI: 10.1248/cpb.c21-00228

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  • Title:
    Construction of 7-Diethylaminocoumarins Promoted by an Electron-Withdrawing Group
  • Author: Yoshikawa, Chisato ; Ishida, Hiroaki ; Ohashi, Nami ; Kojima, Hiroyuki ; Itoh, Toshimasa
  • Subjects: conjugated addition ; Coumarin ; cyclization ; Fluorescence ; lactonization ; Synthesis ; ynone
  • Is Part Of: Chemical and Pharmaceutical Bulletin, 2021/07/01, Vol.69(7), pp.608-611
  • Description: 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.
  • Publisher: Tokyo: The Pharmaceutical Society of Japan
  • Language: English;Japanese
  • Identifier: ISSN: 0009-2363
    EISSN: 1347-5223
    DOI: 10.1248/cpb.c21-00228
  • Source: GFMER Free Medical Journals
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