STUDY OF PLANT COUMARINS. 12. SYNTHESIS OF 2-(1,2,3-TRIAZOLYL)-MODIFIED FUROCOUMARINS

Authors

  • А. B. Липеева N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences
  • Э. Э. Шульц N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences
  • Е. А. Махнёва N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences
  • М. М. Шакиров N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences
  • Г. А. Толстиков N. N. Vorozhtsov Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/552

Keywords:

alkynes, 2-bromooreoselone, dicoumarins, triazolylfurocoumarins

Abstract

Bromooreoselone reacted with sodium azide to give 2-azidooreoselone, which was highly reactive in a catalytic Huisgen reaction with various terminal alkynes. These reactions yielded 4-substituted 2‑(triazol-1‑yl)furocoumarins. The reaction of oreoselone azide with dimethyl acetylene-1,2-dicarboxylate gave 2-[(4,5-dimethoxycarbonyl)triazolyl]oreoselone and reaction with 7-ethynyl-6‑methoxycarbonylcoumarin gave 1,4‑dicoumarin-substituted 1,2,3-triazole.

Authors: A. V. Lipeeva, E. E. Shults, E. A. Makhneva, M. M. Shakirov, and G. A. Tolstikov

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (4), pp 551-560

http://link.springer.com/article/10.1007/s10593-013-1281-6

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Published

2013-05-02

Issue

No. 4 (2013)

Section

Original Papers