RESUMEN
2-Benzoylamino-N-phenyl-benzamide derivatives (5a-h) were prepared from 2-phenyl-3,1-(4H)-benzoxazin-4-one 3 and substituted anilines 4a-h in the presence of a Keggin-type heteropolyacids series (H3PW12O40·13H2O; H4SiW12O40·13H2O; H4SiMo12O40·13H2O; and H3PMo12O40·13H2O) as catalysts without solvent and under microwave irradiation. We found that the use of H3PW12O40·13H2O acid coupled to microwave irradiation allowed obtaining a high-yielding reaction with a short time. The compound structures were established by ¹H-NMR and 13C-NMR. The antibacterial and antifungal activities of the synthesized compounds exhibited an inhibition of the growth of bacteria and fungi.
Asunto(s)
Antiinfecciosos/química , Benzamidas/síntesis química , Microondas , Solventes/química , Catálisis , Espectroscopía de Resonancia Magnética/métodos , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Molibdeno/química , Relación Estructura-Actividad , Compuestos de Tungsteno/químicaRESUMEN
An efficient and improved procedure for the synthesis of 1,4-diazepine and 1,5-benzodiazepine derivatives via the reaction of ketimine intermediates with aldehydes in the presence of Keggin-type heteropolyacids (HPAs) was developed. High yields and short reaction times were obtained for both electron-releasing and electron-withdrawing substituted 1,4-diazepine and 1,5-benzodiazepines derivatives.
Asunto(s)
Ácidos/química , Azepinas/síntesis química , Azepinas/química , CatálisisRESUMEN
We have investigated a microwave-assisted synthesis of 4(3H)-quinazolinones by condensation of anthranilic acid, orthoesters (or formic acid) and substituted anilines,using Keggin-type heteropolyacids (H(3)PW(12)O(40).13H(2)O, H(4)SiW(12)O(40).13H(2)O,H(4)SiMo(12)O(40).13H(2)O or H(3)PMo(12)O(40).13H(2)O) as catalysts. We found that the the use of H(3)PW(12)O(40).13H(2)O acid coupled to microwave irradiation allows a solvent-free, rapid (approximately 13min) and high-yielding reaction.