SciELO - Scientific Electronic Library Online

vol.19 número5HPLC microfractionation of flavones and antioxidant (radical scavenging) activity of Saccharum officinarum L.Effect of preparation conditions on morphology, drug content and release profiles of poly(hydroxybutyrate) microparticles containing piroxicam índice de autoresíndice de materiabúsqueda de artículos
Home Pagelista alfabética de revistas  

Journal of the Brazilian Chemical Society

versión impresa ISSN 0103-5053


BRAIBANTE, Mara E. F. et al. The use of benzil to obtain functionalized N-heterocycles. J. Braz. Chem. Soc. [online]. 2008, vol.19, n.5, pp. 909-913. ISSN 0103-5053.

In this work, the reactivity of benzil was studied, employing C, N- and N, N-nucleophiles, such as ethyl(3-amino substituted) 2-butenoates 4a-c , (S, Z)-ethyl 3-(1-ethoxy-3-hydroxy-1-oxopropan-2-ylamino)but-2-enoate 6, semicarbazide 8 or thiosemicarbazide 10, to evaluate their electrophilic centers as building blocks for the synthesis of the polyfunctionalized heterocyclic compounds, resulting in pyrrolinone 5a-c, pyrrole 7, triazinone 9 and triazinethione 11. The employed benzil 3 was obtained by the oxidation of the benzoin under solvent free conditions in a comparative study between different protocols of oxidation, using the methodology under mild reaction conditions and supported reagent associated to the microwave irradiation, with good results and without aggressive reagents.

Palabras clave : solid support; benzil; N-heterocycles.

        · resumen en Portugués     · texto en Inglés     · pdf en Inglés