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.
Titolo: | A novel synthesis of substituted pyrazolone and cinnoline derivatives via intramolecular cyclization reaction of semicarbazone compounds | |
Autore/i: | TOZZI, SILVIA; O. A. Attanasi; BOGA, CARLA; L. De Crescentini; DEL VECCHIO, ERMINIA; G. Favi; FORLANI, LUCIANO; F. Mantellini; ZANNA, NICOLA | |
Autore/i Unibo: | ||
Anno: | 2008 | |
Titolo del libro: | XXIII Corso Estivo "A. Corbella" Seminari di Sintesi Organica | |
Pagina iniziale: | O18 | |
Pagina finale: | O18 | |
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. | |
Data prodotto definitivo in UGOV: | 1-ott-2008 | |
Appare nelle tipologie: | 4.01 Contributo in Atti di convegno |
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