Synthetic Application of New Enaminodiketone: Regioespecific Synthesis of Aza-Heterocycles

Synthetic Application of New Enaminodiketone: Regioespecific Synthesis of Aza-Heterocycles

Rosa, Fernanda A.; Silva, Michael J. V. da; Gonçalves, Davana S.; Arita, Daniela H.; Tozatti, Camila S. S.; Bandoch, Gisele de F. G.

Abstract:

Aza-heterocyclic compounds, such as pyrazoles and pyridazinones, have become increasingly important because they have proven to be extremely bioactive moieties. The synthesis of nitrogen-containing heterocyclic compounds has been well explored by reacting of blocks precursors enaminodiketones with N-(C)n-N dinucleophiles. Data from the literature have demonstrated an efficient method for obtaining a series of enaminodiketones from C-acylation of enaminoketones with ethyl oxalyl chloride. The reaction of these precursors with N-N dinucleophiles was shown to be highly attractive for the synthesis of multifunctionalized pyrazoles and other aza-heterocyclic. Thus, considering the importance of nitrogen-containing heterocyclic compounds, the aim of this work, is to report synthetic application to obtain pyrazole multifunctionalized and pyrazolopyridazinones from cyclocondensation reaction of enaminodiketone (1) block precursor with hydrazines.

Aza-heterocyclic compounds, such as pyrazoles and pyridazinones, have become increasingly important because they have proven to be extremely bioactive moieties. The synthesis of nitrogen-containing heterocyclic compounds has been well explored by reacting of blocks precursors enaminodiketones with N-(C)n-N dinucleophiles. Data from the literature have demonstrated an efficient method for obtaining a series of enaminodiketones from C-acylation of enaminoketones with ethyl oxalyl chloride. The reaction of these precursors with N-N dinucleophiles was shown to be highly attractive for the synthesis of multifunctionalized pyrazoles and other aza-heterocyclic. Thus, considering the importance of nitrogen-containing heterocyclic compounds, the aim of this work, is to report synthetic application to obtain pyrazole multifunctionalized and pyrazolopyridazinones from cyclocondensation reaction of enaminodiketone (1) block precursor with hydrazines.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_2013101145054

Referências bibliográficas

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Como citar:

Rosa, Fernanda A.; Silva, Michael J. V. da; Gonçalves, Davana S.; Arita, Daniela H.; Tozatti, Camila S. S.; Bandoch, Gisele de F. G.; "Synthetic Application of New Enaminodiketone: Regioespecific Synthesis of Aza-Heterocycles", p-125-125. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 2, Dezembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-15bmos-BMOS2013_2013101145054