Molecules 2008, 13(1), 86-95; doi:10.3390/molecules13010086
Article

Substitutions of Fluorine Atoms and Phenoxy Groups in the Synthesis of Quinoxaline 1,4-di-N-oxide Derivatives

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Received: 18 December 2007; in revised form: 16 January 2008 / Accepted: 16 January 2008 / Published: 18 January 2008
(This article belongs to the Special Issue ECSOC-11)
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.
Abstract: The unexpected substitution of fluorine atoms and phenoxy groups attached toquinoxaline or benzofuroxan rings is described. The synthesis of 2-benzyl- and 2-phenoxy-3-methylquinoxaline 1,4-di-N-oxide derivatives was based on the classical Beirut reaction.The tendency of fluorine atoms linked to quinoxaline or benzofuroxan rings to be replacedby a methoxy group when dissolved in an ammonia saturated solution of methanol wasclearly demonstrated. In addition, 2-phenoxyquinoxaline 1,4-di-N-oxide derivativesbecame 2-aminoquinoxaline 1,4-di-N-oxide derivatives in the presence of gaseousammonia.
Keywords: Quinoxaline; N-oxides; Beirut reaction; gaseous ammonia.
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MDPI and ACS Style

Vicente, E.; Villar, R.; Burguete, A.; Solano, B.; Ancizu, S.; Pérez-Silanes, S.; Aldana, I.; Monge, A. Substitutions of Fluorine Atoms and Phenoxy Groups in the Synthesis of Quinoxaline 1,4-di-N-oxide Derivatives. Molecules 2008, 13, 86-95.

AMA Style

Vicente E, Villar R, Burguete A, Solano B, Ancizu S, Pérez-Silanes S, Aldana I, Monge A. Substitutions of Fluorine Atoms and Phenoxy Groups in the Synthesis of Quinoxaline 1,4-di-N-oxide Derivatives. Molecules. 2008; 13(1):86-95.

Chicago/Turabian Style

Vicente, Esther; Villar, Raquel; Burguete, Asunción; Solano, Beatriz; Ancizu, Saioa; Pérez-Silanes, Silvia; Aldana, Ignacio; Monge, Antonio. 2008. "Substitutions of Fluorine Atoms and Phenoxy Groups in the Synthesis of Quinoxaline 1,4-di-N-oxide Derivatives." Molecules 13, no. 1: 86-95.

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