Regioselective synthesis and biological evaluation of N-substituted 2-aminoquinazolin-4-ones.
Org Biomol Chem
; 16(24): 4482-4494, 2018 06 20.
Article
em En
| MEDLINE
| ID: mdl-29869668
ABSTRACT
The reaction of methyl anthranilates with N-arylcyanamides in the presence of p-TsOH in t-BuOH under reflux afforded predominantly 3-arylquinazolin-4-ones. In contrast, the reaction of the same reactants with TMSCl in t-BuOH at 60 °C followed by the Dimroth rearrangement in aqueous ethanolic sodium hydroxide gave exclusively the regioisomers, 2-(N-arylamino)quinazolin-4-ones. The regioselective synthesis of N-aryl-substituted 2-aminoquinazolin-4-ones can be further applied to the synthesis of benzimidazo[2,1-b]quinazolin-12-ones.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Quinazolinonas
/
Antineoplásicos
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article