Author/Authors :
Cerecetto, Hugo University of the Republic - Faculty of Chemistry/Faculty of Sciences - Department of Organic Chemistry, Uruguay , Gerpe, Alejandra University of the Republic - Faculty of Chemistry/Faculty of Sciences - Department of Organic Chemistry, Uruguay , González, Mercedes University of the Republic - Faculty of Chemistry/Faculty of Sciences - Department of Organic Chemistry, Uruguay , Pirob, Oscar E. University National of La Plata and IFLP Institute (CONICET) - Department of Physic, Argentina , Castellano, Eduardo E. University of São Paulo - Institute of Physic, Brazil
Abstract :
3-Alkyl(aryl)-2,3-dihydro-1H-2-imidazolone derivatives as unexpected product of the reaction between ethyl 3-alkyl(aryl)amino-2-oximinobutanoate and methyl orthoformate is described. These imidazolones are generated by an intramolecular attack and a migration of N3-oxide oxygen from the imidazole N3-oxide intermediates. This proposed mechanism is supported by the results of theoretical studies (DFT).
Keywords :
2 , imidazolone , N , oxide migration , DFT
