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Title

The reaction of NH-indazoles with 1-fluoro-2,4-dinitrobenzene: the unusual formation of benzotriazole-N-oxides

AuthorsAlkorta, Ibon ; Cossío, Fernando P.; Elguero, José ; Fresno, Nieves ; Hernández-Folgado, Laura ; García-Granda, Santiago ; Menéndez-Taboada, L.; Pérez-Fernández, Ruth ; Reviriego, Felipe ; Vázquez-Viñuela, Lucía
Issue Date2013
PublisherRoyal Society of Chemistry (Great Britain)
CitationNew Journal of Chemistry 37(8): 2384-2398 (2013)
AbstractWhen N-unsubstituted indazoles, like indazole itself, reacted with 1-fluoro-2,4-dinitrobenzene or 1-chloro-2,4,6-trinitrobenzene, three products were obtained whose structures were determined by X-ray diffraction. Besides the two N-substituted nitroaryl derivatives, a third compound was obtained with the same molecular formula (C13H8N4O4) to which was assigned the structure of a derivative of benzotriazole N-oxide. With the combined use of crystallography, NMR and DFT calculations this reaction was studied with special stress on the mechanism of formation of the benzotriazole-N-oxide.
Description15 páginas, 19 figuras, 7 tablas.
Publisher version (URL)http://dx.doi.org/10.1039/C3NJ00186E
URIhttp://hdl.handle.net/10261/83016
DOI10.1039/C3NJ00186E
ISSN1144-0546
E-ISSN1369-9261
Appears in Collections:(IQM) Artículos
(CINN) Artículos
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