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Please use this identifier to cite or link to this item:
http://hdl.handle.net/10171/23598
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| Title: | Unexpected reduction of ethyl 3-phenylquinoxaline-2- carboxylate 1,4-di-N-oxide derivatives by amines. |
| Author(s) : | Lima, L.M. (Lidia M.)
Vicente, E. (Esther)
Solano, B. (Beatriz)
Perez-Silanes, S. (Silvia)
Aldana, I. (Ignacio)
Monge, A. (Antonio) |
| Issue Date: | 2008 |
| Publisher: | MDPI |
| 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. |
| Keywords: | Quinoxaline
N-oxides
Reduction
Carboxylate
Amines |
| 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. |
| URI: | http://hdl.handle.net/10171/23598 |
| Publisher version (URL): | http://www.mdpi.com/journal/molecules |
| Appears in Collections: | DA - Farmacia - Orgánica - Artículos de revista
DA - CIFA - I+D de medicamentos - Artículos de revistas
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