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Synthesis of (E)- and (Z)-3(5)-(2-hydroxyphenyl)-4-styrylpyrazoles

AuthorsSilva, V. L. .; Silva, A. M. S.; Pinto, D. C. G. A.; Cavaleiro, José A. S.; Elguero, José
Issue Date2009
CitationMonatshefte für Chemie 140: 87- 95 (2009)
AbstractAn efficient synthesis method for the preparation of a series of new (Z)- and (E)-3(5)-(2-hydroxyphenyl)-4-styrylpyrazoles was developed. The reaction of (Z)- and (E)-3-styrylchromones with hydrazine hydrate afforded the corresponding (Z)- and (E)-3(5)-(2-hydroxyphenyl)-4-styrylpyrazoles, except for nitro derivatives, where both (Z)- and (E)-4′-nitro-3-styrylchromones afforded (E)-3(5)-(2-hydroxyphenyl)-4-(4-nitrostyryl)pyrazoles. The reaction mechanism for these transformations is discussed and the stereochemistries of all products were established by NMR experiments. © 2008 Springer-Verlag.
Publisher version (URL)http://dx.doi.org/10.1007/s00706-008-0002-9
Identifiersdoi: 10.1007/s00706-008-0002-9
issn: 0026-9247
Appears in Collections:(IQM) Artículos
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