The flavanone pinostrobin in the synthesis of coumarin-chalcone hybrids with a triazole linker

The reaction of flavanone pinostrobin with dibromoalkanes in acetone in the presence of potassium carbonate followed the path of retro-Michael addition – О -alkylation and resulted in the formation of the respective 2-(bromoalkoxy)chalcones. Treatment of the latter with sodium azide gave the respect...

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Veröffentlicht in:Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2015-02, Vol.51 (2), p.146-152
Hauptverfasser: Mukusheva, Gulim K., Lipeeva, Alla V., Zhanymkhanova, Pernesh Zh, Shults, Elvira E., Gatilov, Yurii V., Shakirov, Makhmut M., Adekenov, Sergazy M.
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Sprache:eng
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Zusammenfassung:The reaction of flavanone pinostrobin with dibromoalkanes in acetone in the presence of potassium carbonate followed the path of retro-Michael addition – О -alkylation and resulted in the formation of the respective 2-(bromoalkoxy)chalcones. Treatment of the latter with sodium azide gave the respective azides, which were highly active in the Сu-catalyzed 1,3-dipolar cycloaddition reaction. The reaction of these azides with 6-substituted 7-ethynylcoumarins gave coumarin-chalcone hybrids containing a 1,2,3-triazole linker.
ISSN:0009-3122
1573-8353
DOI:10.1007/s10593-015-1672-y