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

Максим А. Бастраков, Алексей М. Старосотников, Вадим В. Качала, Игорь Л. Далингер, Святослав А. Шевелев
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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

 

 


Keywords


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

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