Multicomponent catalytic Mannich Reaction: a methodological study with lawsone

Multicomponent catalytic Mannich Reaction: a methodological study with lawsone

Fiorot, R. G.; Allochio Filho, J. F.; Greco, S. G.; Lacerda Jr., V.; dos Santos, R. B.; de Castro, E. V. R.

Abstract:

The multicomponent one-pot synthesis has received great importance due to its wide range of applications in pharmaceutical chemistry and combinatorial libraries for drug discovery. The Mannich reaction is a classical method for the preparation of β-aminocarbonylated compounds from amine, aldehyde and an active CH bond, and it’s one of the most important reaction in organic chemistry. Our research group described the multicomponent Mannich reaction with lawsone and various aldehydes and amines in ethanol at room temperature, according to the procedure found in the literature with some modifications. It should be noticed that the reaction times ranged from 12 to 48 hours, depending on the aldehyde and the amine used. Dabiri and co-workers published Mannich reaction in aqueous medium, under reflux, using InCl3 as catalyst where reaction times varied from 4 to 7.5 hours.

The multicomponent one-pot synthesis has received great importance due to its wide range of applications in pharmaceutical chemistry and combinatorial libraries for drug discovery. The Mannich reaction is a classical method for the preparation of β-aminocarbonylated compounds from amine, aldehyde and an active CH bond, and it’s one of the most important reaction in organic chemistry. Our research group described the multicomponent Mannich reaction with lawsone and various aldehydes and amines in ethanol at room temperature, according to the procedure found in the literature with some modifications. It should be noticed that the reaction times ranged from 12 to 48 hours, depending on the aldehyde and the amine used. Dabiri and co-workers published Mannich reaction in aqueous medium, under reflux, using InCl3 as catalyst where reaction times varied from 4 to 7.5 hours.

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DOI: 10.5151/chempro-15bmos-BMOS2013_2013915222817

Referências bibliográficas

• [1] 2Greco, S. J.; Neves, A. P.; Barbosa, C. C.; Vargas, M. D.; Visentin, L. C.;
• [2] Pinheiro, C. B.; Mangrich, A. S.; Barbosa, J. P.; da Costa, G. L. Journal
• [3] Braziliam Chemical Society, 2009, 20, 712.
• [4] 3Dabiri, M.; Tisseh, Z. N.; Bazgir, A. Dyes and Pigments, 2011, 89,63.

Como citar:

Fiorot, R. G.; Allochio Filho, J. F.; Greco, S. G.; Lacerda Jr., V.; dos Santos, R. B.; de Castro, E. V. R.; "Multicomponent catalytic Mannich Reaction: a methodological study with lawsone", p-278-278. 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_2013915222817