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Revista mexicana de ciencias farmacéuticas
versión impresa ISSN 1870-0195
Resumen
HERNANDEZ L., Hiram y LEYVA R., Socorro. Using microwave radiation in the intramolecular cyclization and SNAr reaction of the synthetic pathway proposed for development of norfloxacin derivatives. Rev. mex. cienc. farm [online]. 2011, vol.42, n.3, pp.27-34. ISSN 1870-0195.
A method is proposed to speed-up the development of intermediate molecules in the synthesis of norfloxacin analogues assisted by microwave. The correct adjustment of parameters like potency and temperature, allowed to achieve the 6,7-difluoro-4-hydroxyquinoline as product of the intramolecular cyclization reaction from 3,4-difluoroacrylate in solution with Eaton's reagent, reaching moderate yields and having shorter reaction time. In similar way, SNAr reaction over C-7 of fluoroquinolone ring presented good yields in a range of 20 to 60 minutes of reaction using the complex quinolone-boron or quinolone acid, using different heterocyclic amines. An alternative synthetic pathway with mild conditions of reaction could be used to prepare a wide range of norfloxacin analogues.
Palabras llave : Eaton's reagent; intramolecular cyclization; quinolone-boron complex; quinolone acid.