Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.

The unexpected substitution of fluorine atoms and phenoxy groups attached to quinoxaline 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 t...

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Main Authors: Vicente, E. (Esther), Raquel, Burguete, A. (Asunción), Solano, B. (Beatriz), Ancizu, S. (Saioa), Pérez-Silanes, S. (Silvia), Aldana, I. (Ignacio), Monge, A. (Antonio)
Format: info:eu-repo/semantics/article
Language:eng
Published: MDPI 2012
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Online Access:https://hdl.handle.net/10171/23596
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author Vicente, E. (Esther)
Raquel
Burguete, A. (Asunción)
Solano, B. (Beatriz)
Ancizu, S. (Saioa)
Pérez-Silanes, S. (Silvia)
Aldana, I. (Ignacio)
Monge, A. (Antonio)
author_facet Vicente, E. (Esther)
Raquel
Burguete, A. (Asunción)
Solano, B. (Beatriz)
Ancizu, S. (Saioa)
Pérez-Silanes, S. (Silvia)
Aldana, I. (Ignacio)
Monge, A. (Antonio)
author_sort Vicente, E. (Esther)
collection DSpace
description The unexpected substitution of fluorine atoms and phenoxy groups attached to quinoxaline 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 replaced by a methoxy group when dissolved in an ammonia saturated solution of methanol was clearly demonstrated. In addition, 2-phenoxyquinoxaline 1,4-di-N-oxide derivatives became 2-aminoquinoxaline 1,4-di-N-oxide derivatives in the presence of gaseous ammonia.
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spelling oai:dadun.unav.edu:10171-235962022-11-28T11:33:54Z Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives. Vicente, E. (Esther) Raquel Burguete, A. (Asunción) Solano, B. (Beatriz) Ancizu, S. (Saioa) Pérez-Silanes, S. (Silvia) Aldana, I. (Ignacio) Monge, A. (Antonio) Quinoxaline N-oxides Beirut reaction Gaseous ammonia The unexpected substitution of fluorine atoms and phenoxy groups attached to quinoxaline 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 replaced by a methoxy group when dissolved in an ammonia saturated solution of methanol was clearly demonstrated. In addition, 2-phenoxyquinoxaline 1,4-di-N-oxide derivatives became 2-aminoquinoxaline 1,4-di-N-oxide derivatives in the presence of gaseous ammonia. 2012-10-31T16:26:06Z 2012-10-31T16:26:06Z 2008 info:eu-repo/semantics/article https://hdl.handle.net/10171/23596 eng http://www.mdpi.com/journal/molecules info:eu-repo/semantics/openAccess application/pdf MDPI
spellingShingle Quinoxaline
N-oxides
Beirut reaction
Gaseous ammonia
Vicente, E. (Esther)
Raquel
Burguete, A. (Asunción)
Solano, B. (Beatriz)
Ancizu, S. (Saioa)
Pérez-Silanes, S. (Silvia)
Aldana, I. (Ignacio)
Monge, A. (Antonio)
Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.
title Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.
title_full Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.
title_fullStr Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.
title_full_unstemmed Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.
title_short Substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-N-oxide derivatives.
title_sort substitutions of fluorine atoms and phenoxy groups in the synthesis of quinoxaline 1,4-di-n-oxide derivatives.
topic Quinoxaline
N-oxides
Beirut reaction
Gaseous ammonia
url https://hdl.handle.net/10171/23596
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