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Título: | Novel (E)- and (Z)-3(5)-(2-hydroxyphenyl)-4-styrylpyrazoles from (E)- and (Z)-3-styrylchromones: the unexpected case of (E)-3(5)-(2-hydroxyphenyl)-4-(4-nitrostyryl)pyrazoles |
Autor: | Silva, V. L. M.; Silva, A. M. S.; Pinto, D. C. G. A.; Cavaleiro, José A. S; Elguero, José CSIC ORCID | Fecha de publicación: | 2007 | Editor: | Elsevier | Citación: | Tetrahedron Letters 48: 3859- 3862 (2007) | Resumen: | An efficient synthetic method for the preparation of (E)- and (Z)-3(5)-(2-hydroxyphenyl)-4-styrylpyrazoles has been developed. The reaction of (E)- and (Z)-3-styrylchromones with hydrazine hydrate afforded the corresponding (E)- and (Z)-4-styrylpyrazoles, respectively, saved 4′-nitro-derivatives where both (E)- and (Z)-4′-nitro-3-styrylchromones afforded (E)-3(5)-(2-hydroxyphenyl)-4-(4-nitrostyryl)pyrazoles. The reaction mechanism for these transformations was discussed and the stereochemistry of all products was assigned by NMR experiments. © 2007 Elsevier Ltd. All rights reserved. | Versión del editor: | http://dx.doi.org/10.1016/j.tetlet.2007.03.147 | URI: | http://hdl.handle.net/10261/71887 | DOI: | 10.1016/j.tetlet.2007.03.147 | Identificadores: | doi: 10.1016/j.tetlet.2007.03.147 issn: 0040-4039 |
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