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THE FLAVANONE PINOSTROBIN IN THE SYNTHESIS OF COUMARIN-CHALCONE HYBRIDS WITH A TRIAZOLE LINKER

Гулим К. Мукушева, Алла В. Липеева, Пернеш Ж. Жанымханова, Эльвира Э. Шульц, Юрий В. Гатилов, Махмут М. Шакиров, Сергазы М. Адекенов
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Abstract


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.

How to Cite
Mukusheva, G. K.; Lipeeva, A. V.; Zhanymkhanova, P. Zh.; Shults, E. E.; Gatilov, Y. V.; Shakirov, M. M.; Adekenov, S. M. Chem. Heterocycl. Compd. 2015, 51, 146. [Khim. Geterotsikl. Soedin. 2015, 51, 146.]

For this article in the English edition see DOI 10.1007/s10593-015-1672-y


Keywords


7-alkynylcoumarins; azide; 2-(bromoalkoxy)chalcones; pinostrobin; 1,2,3-triazoles

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