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Dadun > Depósito Académico > CIFA (Centro de Investigación en Farmacobiología Aplicada) > Unidad de I+D de Medicamentos > DA - CIFA - I+D de medicamentos - Artículos de revistas >

Unexpected reduction of ethyl 3-phenylquinoxaline-2- carboxylate 1,4-di-N-oxide derivatives by amines.
Authors: Lima, L.M. (Lidia M.)
Vicente, E. (Esther)
Solano, B. (Beatriz)
Perez-Silanes, S. (Silvia)
Aldana, I. (Ignacio)
Monge, A. (Antonio)
Keywords: Quinoxaline
N-oxides
Reduction
Carboxylate
Amines
Issue Date: 2008
Publisher: MDPI
Publisher version: http://www.mdpi.com/journal/molecules
ISSN: 1420-3049
Citation: Lima LM, Vicente E, Solano B, Perez-Silanes S, Aldana I, Monge A. Unexpected reduction of ethyl 3-phenylquinoxaline-2- carboxylate 1,4-di-N-oxide derivatives by amines. Molecules 2008 Jan 17;13(1):78-85.
Abstract
The unexpected tendency of amines and functionalized hydrazines to reduce ethyl 3-phenylquinoxaline-2-carboxylate 1,4-di-N-oxide (1) to afford a quinoxaline 1c and mono-oxide quinoxalines 1a and 1b is described. The experimental conditions were standardized to the use of two equivalents of amine in ethanol under reflux for two hours, with the aim of studying the distinct reductive profiles of the amines and the chemoselectivity of the process. With the exception of hydrazine hydrate, which reduced compound 1 to a 3-phenyl-2-quinoxalinecarbohydrazide derivative, the amines only acted as reducing agents.
Permanent link: http://hdl.handle.net/10171/23598
Appears in Collections:DA - Farmacia - Orgánica - Artículos de revista
DA - CIFA - I+D de medicamentos - Artículos de revistas

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