825611-39-0Relevant articles and documents
Synthesis of new pyrazole-1,2,3-triazole dyads
Ferreira, Joana P.A.,Silva, Vera L.M.,Elguero, José,Silva, Artur M.S.
, p. 5391 - 5394 (2013/09/12)
An efficient two step synthetic methodology of new 5(4)-aryl-4(5)-[3(5)-(2- hydroxyphenyl)-1H-pyrazol-5(3)-yl]-1H-1,2,3-triazole dyads was established. The reaction of (E)-2-styryl-4H-chromen-4-ones, used as building blocks, with sodium azide, gave 4(5)-a
3(5)-(2-Hydroxyphenyl)-5(3)-styrylpyrazoles: Synthesis and diels - Alder transformations
Silva, Vera L. M.,Silva, Artur M. S.,Pinto, Diana C. G. A.,Cavaleiro, Jose A. S.,Elguero, Jose
, p. 4348 - 4356 (2007/10/03)
Reactions between cinnamoyl(2-hydroxybenzoyl)methanes and hydrazine hydrate in acetic acid gave 3-(2-hydroxyphenyl)-5-styrylpyrazoles, while the corresponding reactions with phenylhydrazine yielded 5-(2-hydroxyphenyl)-l- phenyl-3-styrylpyrazoles as the major products and 3-(2-hydroxyphenyl)-1-phenyl- 5-styrylpyrazoles as by-products. The reaction mechanism of this transformation is discussed. The first cycloaddition reactions between ortho- benzoquinodimethane and either 3-(2-hydroxyphenyl)-5-styrylpyrazoles or 5-(2-hydroxyphenyl)-1-phenyl-3-styrylpyrazoles afforded 5-[2-(3 aryl-1,2,3,4-tetrahydronaphthyl)]-3-(2-hydroxyphenyl)-pyrazoles or 3-[2-(3-aryl-1,2,3,4-tetrahydronaphthyl)]-1-phenyl-5-(2-hydroxyphenyl)pyrazoles, respectively. These cycloadducts were converted into the corresponding naphthylpyrazoles by oxidation with DDQ in dry 1,4-dioxane. The structures of all new derivatives have been established by NMR spectroscopy. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.
