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Type: Artigo de periódico
Title: Mechanistic Studies on Lewis Acid Catalyzed Biginelli Reactions in Ionic Liquids: Evidence for the Reactive Intermediates and the Role of the Reagents
Author: Ramos, LM
Tobio, AYPDY
dos Santos, MR
de Oliveira, HCB
Gomes, AF
Gozzo, FC
de Oliveira, AL
Neto, BAD
Abstract: This paper describes the use of common Lewis acids supported in imidazolium-based ionic liquids as the catalysts to promote the Biginelli reaction. The ionic liquid effect and the reaction mechanism are discussed on the basis of nuclear magnetic resonance (NMR), electrospray ionization mass spectrometry (ESI-MS), and theoretical calculations. Indeed, the results showed that the ionic medium plays a fundamental role in the synthesis of biologically active dihydropyrimidinones due to the stabilization of the charged intermediates proposed in the mechanism. When conducted in an ionic liquid as solvent, the reaction mechanism is more complex than in other Lewis acid catalyzed Biginelli reactions.
Country: EUA
Editor: Amer Chemical Soc
Citation: Journal Of Organic Chemistry. Amer Chemical Soc, v. 77, n. 22, n. 10184, n. 10193, 2012.
Rights: fechado
Identifier DOI: 10.1021/jo301806n
Date Issue: 2012
Appears in Collections:Unicamp - Artigos e Outros Documentos

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