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

Authors

  • Гулим К. Мукушева International Research and Production Holding " Phytochemistry", 4 M. Gazaliyeva St., Karaganda 100009, Kazakhstan
  • Алла В. Липеева N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia
  • Пернеш Ж. Жанымханова International Research and Production Holding " Phytochemistry" , 4 M. Gazaliyeva St., Karaganda 100009, Kazakhstan
  • Эльвира Э. Шульц N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia
  • Юрий В. Гатилов N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia
  • Махмут М. Шакиров N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia
  • Сергазы М. Адекенов International Research and Production Holding " Phytochemistry" , 4 M. Gazaliyeva St., Karaganda 100009, Kazakhstan

DOI:

https://doi.org/10.1007/2165

Keywords:

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

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

Author Biographies

Гулим К. Мукушева, International Research and Production Holding " Phytochemistry", 4 M. Gazaliyeva St., Karaganda 100009, Kazakhstan

Гулим Кенесбековна Мукушева

Зав лаборатории химии фенольных соединений

Алла В. Липеева, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia

Алла Викторовна Липеева

Научный сотрудник лаборатории медицинской химии

Пернеш Ж. Жанымханова, International Research and Production Holding " Phytochemistry" , 4 M. Gazaliyeva St., Karaganda 100009, Kazakhstan

Пернеш Жайдарбековна Жанымханова

Научный сотрудник лаборатории фенольных соединений

Эльвира Э. Шульц, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia

Эльвира Эдуардовна Шульц

зав. Лабораторией медицинской химии

Юрий В. Гатилов, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia

Юрий Васильевич Гатилов

Ведущий научный сотрудник группы РСА лаборатории физических методов исследования

Махмут М. Шакиров, N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 Lavrentieva Ave., Novosibirsk 630090, Russia

Махмут Минахметович Шакиров

Ведущий инженер группы ЯМР лаборатории физических методов исследования

Сергазы М. Адекенов, International Research and Production Holding " Phytochemistry" , 4 M. Gazaliyeva St., Karaganda 100009, Kazakhstan

Сергазы Мынжасарович Адекенов

Пpедседатель Правления МНПХ "Фитохимия"

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Published

2015-02-16

Issue

Vol. 51 No. 2 (2015)

Section

Original Papers