Synthesis of 2,3-Diaryl-2-azabicyclooctanones derivatives by multicomponent reaction promoted by Nb(OEt)5.

Synthesis of 2,3-Diaryl-2-azabicyclooctanones derivatives by multicomponent reaction promoted by Nb(OEt)5.

Silva, Bruno Henrique Sacoman Torquato da; Martins, Lucas Michelão; Silva-Filho., Luiz Carlos da

Abstract:

The 2,3-Diaryl-2-azabicyclooctanones derivatives (1) can be synthetized by Povarov Multicomponent Reaction (MCR) using a Lewis Acid as reaction promoter. The Povarov MCRs are defined as a process in which three or more reagents are combined in the same reaction “pot” generating the products with good structural complexity, with characteristics of each reagent used and in a single step. In studies recently found in the literature, we can observe the good applicability of 2,3-Diaryl-2- azabicyclooctanones derivatives as possible drugs for the treatment of Alzheimers’s disease. The azabicyclooctanones derivatives act by inhibiting the acetylcholinesterase (AChE), an enzyme responsible by the hydrolysis of acetylcholine in the brain. In this work we report a new method to synthesize 2,3-Diaryl-2-azabicyclooctanones derivatives through Povarov MCRs, using niobium pentaethoxide as a reaction promoter.

The 2,3-Diaryl-2-azabicyclooctanones derivatives (1) can be synthetized by Povarov Multicomponent Reaction (MCR) using a Lewis Acid as reaction promoter. The Povarov MCRs are defined as a process in which three or more reagents are combined in the same reaction “pot” generating the products with good structural complexity, with characteristics of each reagent used and in a single step. In studies recently found in the literature, we can observe the good applicability of 2,3-Diaryl-2- azabicyclooctanones derivatives as possible drugs for the treatment of Alzheimers’s disease. The azabicyclooctanones derivatives act by inhibiting the acetylcholinesterase (AChE), an enzyme responsible by the hydrolysis of acetylcholine in the brain. In this work we report a new method to synthesize 2,3-Diaryl-2-azabicyclooctanones derivatives through Povarov MCRs, using niobium pentaethoxide as a reaction promoter.

Palavras-chave:

DOI: 10.5151/chempro-15bmos-BMOS2013_201310214552

Referências bibliográficas

• [1] 1 Borkin, D.; et al. Org. Biomol. Chem., 2011,9, 1394.
• [2] 2 Astudilho, L. S.; Vallejos, G. A.; Correa, N.; Gutierrez, M. C.; de la Guarda, W.; Kouznetsov, V. Letters in Organic Chemistr,. 2008 ,5 , 559.
• [3] 3 Larcerda, Jr. V.; Santos D. A.; Silva-filho, L. C.; Greco, S. J.; Santos, R. B. Aldrichimica Acta. 2012, 45, 19.

Como citar:

Silva, Bruno Henrique Sacoman Torquato da; Martins, Lucas Michelão; Silva-Filho., Luiz Carlos da; "Synthesis of 2,3-Diaryl-2-azabicyclooctanones derivatives by multicomponent reaction promoted by Nb(OEt)5.", p-30-30. 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_201310214552