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Molecules 2008, 13(1), 78-85; doi:10.3390/molecules13010078
Article

Unexpected Reduction of Ethyl 3-Phenylquinoxaline-2- carboxylate 1,4-Di-N-oxide Derivatives by Amines

1, 1, 1, 1, 1,*  and 1
Received: 21 December 2007; in revised form: 16 January 2008 / Accepted: 16 January 2008 / Published: 17 January 2008
(This article belongs to the Special Issue ECSOC-11)
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Abstract: The unexpected tendency of amines and functionalized hydrazines to reduceethyl 3-phenylquinoxaline-2-carboxylate 1,4-di-N-oxide (1) to afford a quinoxaline 1c andmono-oxide quinoxalines 1a and 1b is described. The experimental conditions werestandardized 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 thechemoselectivity of the process. With the exception of hydrazine hydrate, which reducedcompound 1 to a 3-phenyl-2-quinoxalinecarbohydrazide derivative, the amines only actedas reducing agents.
Keywords: Quinoxaline N-oxides; reduction; carboxylate; amines. Quinoxaline N-oxides; reduction; carboxylate; amines.
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Lima, L.M.; Vicente, E.; Solano, B.; Pérez-Silanes, S.; Aldana, I.; Monge, A. Unexpected Reduction of Ethyl 3-Phenylquinoxaline-2- carboxylate 1,4-Di-N-oxide Derivatives by Amines. Molecules 2008, 13, 78-85.

AMA Style

Lima LM, Vicente E, Solano B, Pérez-Silanes S, Aldana I, Monge A. Unexpected Reduction of Ethyl 3-Phenylquinoxaline-2- carboxylate 1,4-Di-N-oxide Derivatives by Amines. Molecules. 2008; 13(1):78-85.

Chicago/Turabian Style

Lima, Lidia M.; Vicente, Esther; Solano, Beatriz; Pérez-Silanes, Silvia; Aldana, Ignacio; Monge, Antonio. 2008. "Unexpected Reduction of Ethyl 3-Phenylquinoxaline-2- carboxylate 1,4-Di-N-oxide Derivatives by Amines." Molecules 13, no. 1: 78-85.


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