New Multicomponent Reaction for the Direct Synthesis of β-Aryl-γ-nitroesters Promoted by Hydrotalcite-Derived Mixed Oxides as Heterogeneous Catalyst

• Autor(a) principal: D'Oca,Caroline R. M.
• Data de Publicação: 2017
• Outros Autores: Naciuk,Fabricio F., Silva,Jéssica C., Guedes,Esthéfani P., Moro,Celso C., D'Oca,Marcelo G. M., Santos,Leonardo S., Natchigall,Fabiane M., Russowsky,Dennis
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Journal of the Brazilian Chemical Society (Online)
• Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532017000200285
• topic: GABA; baclofen; mixed Al-Mg oxides; hydrotalcite; multicomponent; domino

A new approach based on multicomponent/domino combined reactions for the synthesis of γ-nitroesters promoted by a mixed aluminium-magnesium oxides derived from hydrotalcite-like material was developed. Different γ-nitroesters were synthesized in 15-95% yield using Meldrum's acid, aromatic aldehydes, nitromethane and different alcohols as reagents and solvents. The γ-aminobutyric acid derivatives, Phenibut and Baclofen, were prepared in 63 and 61% overall yield, respectively, through a two steps synthetic strategy. A mechanistic pathway was proposed based on the gas chromatography mass spectrometry (GC-MS) and electrospray ionization mass spectrometry (ESI-MS) experiments.