Semicarbazone derivatives were obtained by Michael-type reaction between 1,3,5-tris(N,N-dialkylamino) benzenes, powerful carbon nucleopilic reagents, and 1-aminocarbonyl-1,2-diaza-1,3-butadienes. This reaction was carried out under very mild and neutral conditions at room temperature. Semicarbazones derivatives, under basic conditions, gave two different types of heterocycles: substituted pyrazolones or cinnoline derivatives. These two heterocylces are contemporaneously formed and the relative prevalence of one of the two cyclization reactions depends on the solvent used.
S. Tozzi, O. A. Attanasi, C. Boga, L. De Crescentini, E. Del Vecchio, G. Favi, et al. (2008). A novel synthesis of substituted pyrazolone and cinnoline derivatives via intramolecular cyclization reaction of semicarbazone compounds. ROMA : Società Chimica Italiana.
A novel synthesis of substituted pyrazolone and cinnoline derivatives via intramolecular cyclization reaction of semicarbazone compounds
TOZZI, SILVIA;BOGA, CARLA;DEL VECCHIO, ERMINIA;FORLANI, LUCIANO;ZANNA, NICOLA
2008
Abstract
Semicarbazone derivatives were obtained by Michael-type reaction between 1,3,5-tris(N,N-dialkylamino) benzenes, powerful carbon nucleopilic reagents, and 1-aminocarbonyl-1,2-diaza-1,3-butadienes. This reaction was carried out under very mild and neutral conditions at room temperature. Semicarbazones derivatives, under basic conditions, gave two different types of heterocycles: substituted pyrazolones or cinnoline derivatives. These two heterocylces are contemporaneously formed and the relative prevalence of one of the two cyclization reactions depends on the solvent used.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
