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Trifluoro-3-hydroxy-1H-indazolecarboxylic acids and esters from perfluorinated benzenedicarboxylic acids

AuthorsMedina, C. P.; López, C.; Claramunt, Rosa M.; Elguero, José
Issue Date2010
PublisherJohn Wiley & Sons
CitationEuropean Journal of Organic Chemistry: 890- 899 (2010)
AbstractTwelve new 3-hydroxyindazoles, each bearing three fluorine substituents and a CO2R group (R = H, CH3, C2H5) distributed around its 4-, 5-, 6-, and 7-positions, have been synthesized. They were studied by NMR in solution (1H, 13C, 15N, 19F) and in the solid state (13C, 15N). In solution, all of them are 3-hydroxy tautomers: the a form. In the solid state, although the 3-hydroxy tautomers are still the most frequent, there are some cases of indazolin-3-ones - the b form - and one example (12ab) of the very rare case in which both tautomers are present. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA,.
Identifiersdoi: 10.1002/ejoc.200901102
issn: 1434-193X
e-issn: 1099-0690
Appears in Collections:(IQM) Artículos
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