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

Molecules

Esther Vicente²  Raquel Villar²  Asunción Burguete²  Beatriz Solano²  Saioa Ancizu²  Silvia Pérez-Silanes²  Ignacio Aldana¹ 

[1] id="af1-molecules-13-00086">Unidad de Investigación y Desarrollo de Medicamentos, Centro de Investigación en Farmacobiología Aplicada (CIFA), University of Navarra, 31080 Pamplona, Spa

关键词: Quinoxaline;    N-oxides;    Beirut reaction;    gaseous ammonia;   

DOI  :  10.3390/molecules13010086

来源: mdpi

【 摘 要 】

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.

【 授权许可】

Unknown   
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