3-R-4-Nitro-6,7-furoxanobenzo[<i>d</i>]isoxazoles – a new type of condensed nitroarenes capable of Diels–Alder reaction

Authors

  • Максим А. Бастраков N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Алексей М. Старосотников N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Вадим В. Качала N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Игорь Л. Далингер N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences
  • Святослав А. Шевелев N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

DOI:

https://doi.org/10.1007/2291

Keywords:

benzofuroxans, isoxazoles, nitroarenes, Diels–Alder reaction, nitric oxide donors, nitrogen-oxygen systems

Abstract

Pericyclic [4+2] cycloaddition (Diels–Alder reaction) of nitrofuroxanobenzo[d]isoxazoles, capable of acting both as dienophiles (at the C=CNO2 bond) or heterodienes (at the C=C–N(O)=O fragment) was used to synthesize a new type of condensed polycyclic systems. The obtained compounds combining in one molecule two pharmacophore moieties, furoxan (nitric oxide donor) and substituted isoxazole, may be considered as a potential basis for the design of compounds with dual biological activity.

How to Cite
Bastrakov, M. A.; Starosotnikov, A. M.; Kachala, V. V.; Dalinger, I. L.; Shevelev, S. A. Chem. Heterocycl. Compd. 2015, 51, 496. [Khim. Geterotsikl. Soedin. 2015, 51, 496.]

For this article in the English edition see DOI 10.1007/s10593-015-1726-1

 

 

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Published

2015-05-14

Issue

Vol. 51 No. 5 (2015)

Section

Original Papers