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 to q...

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Detalles Bibliográficos
Autores: Vicente, E. (Esther)|||/items/f24efa36-5351-4710-a5e3-f969b2caa7fb, Villar, R. (Raquel)|||/items/8b76d05b-786e-4baa-8e1f-5d29011d72fd, Burguete, A. (Asunción)|||/items/841509d2-131f-45ab-97cb-0e072035c61e, Solano, B. (Beatriz)|||/items/f8ed6dbf-02f6-4dec-8dcc-af6680ab51e5, Ancizu, S. (Saioa)|||/items/b7ddb356-5d8e-4be4-a223-63fbcd1a34e7, Pérez-Silanes, S. (Silvia)|||/items/e5734c65-2dd8-4fdd-a74a-fc7526136c45, Aldana, I. (Ignacio)|||/items/2a317afc-d6ab-4970-8bac-41d9715f5618, Monge, A. (Antonio)|||/items/804a350e-c7ff-4318-9742-cdc3432eb2a8
Tipo de recurso: artículo
Fecha de publicación:2008
País:España
Institución:Universidad de Navarra
Repositorio:Dadun. Depósito Académico Digital de la Universidad de Navarra
Idioma:inglés
OAI Identifier:oai:dadun.unav.edu:10171/23596
Acceso en línea:https://hdl.handle.net/10171/23596
Access Level:acceso abierto
Palabra clave:Quinoxaline
N-oxides
Beirut reaction
Gaseous ammonia
Descripción
Sumario: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.