<i>cine</i>-Substitution of 1-Methyl-3,6,8-trinitro-2-quinolone

Abstract

Abstract cine-Substitution of 1-methyl-3,6,8-trinitro-2-quinolone by 1,3-dicarbonyl compounds in the presence of NEt3 occurred efficiently, affording 4-functionalized 6,8-dinitro-2-quinolone derivatives. The addition intermediate was isolated in the reaction with CH2(CO2Et)2 and EtONa. Conversion of the isolated intermediate into the cine-substituted product was performed. These results indicate that the present cine-substitution proceeds by the addition-elimination mechanism.