Affiliation:
1. N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences, 47 Leninsky Prospekt, 119991 Moscow, Russia
Abstract
1,2,5-Oxadiazole oxides (furoxans) are well known nitric oxide donors; among them, 4-fluorofuroxans have recently been found to be important photoinduced nitric oxide donors. In this research, it was shown that the reaction of 4,4′-dinitro-[3,3′-bi(1,2,5-oxadiazole)] 2,2′-dioxide with fluoro-containing reagents (tetrabutylammonium fluoride or cesium fluoride) selectively gave the bis-substitution product 4,4′-difluoro-[3,3′-bi(1,2,5-oxadiazole)] 2,2′-dioxide. The structure of the synthesized compound was established by elemental analysis, 13C, 19F-NMR and IR spectroscopy, and mass-spectrometry.
Subject
Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry
Reference9 articles.
1. NO Donors: Focus on Furoxan Derivatives;Gasco;Pure Appl. Chem.,2004
2. Molecular Hybridization Tools in the Development of Furoxan-Based NO-Donor Prodrugs;Fershtat;ChemMedChem,2017
3. Makhova, N.N., and Fershtat, L.L. (2022). Comprehensive Heterocyclic Chemistry IV, Elsevier.
4. Fershtat, L.L., and Zhilin, E.S. (2021). Recent Advances in the Synthesis and Biomedical Applications of Heterocyclic NO-Donors. Molecules, 26.
5. Photochemical Generation of Nitric Oxide from 3,4-Bis-2′-Chlorophenylfuroxan;Hwang;Chem. Lett.,1998