Novel 4-Aroyl-3-alkoxy-2(5H)-furanones as Precursors for the Preparation of Furo[3,4-b][1,4]-diazepine Ring System(‡)

A general synthesis of tetronic acid derivatives, namely 4-aroyl-3-alkoxy-2(5H)-furanones, is achieved via the treatment of an anhydrous dimethylformamide (DMF) solution of 4-aroyl-3-hydroxy-2(5H)-furanones with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as base at -10-0°C, followed by the addition of...

Descripción completa

Detalles Bibliográficos
Autores principales: Zimmer, Hans, Librera, Christian P., Hausner, Sven, Bauer, Jeanette, Amer, Adel
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2003
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6147071/
http://dx.doi.org/10.3390/81000735
Descripción
Sumario:A general synthesis of tetronic acid derivatives, namely 4-aroyl-3-alkoxy-2(5H)-furanones, is achieved via the treatment of an anhydrous dimethylformamide (DMF) solution of 4-aroyl-3-hydroxy-2(5H)-furanones with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as base at -10-0°C, followed by the addition of alkyl iodide. Their structural assignments are based on spectroscopic data and confirmed by X-ray crystallography. These furanones were used as starting materials for the preparation of furodiazepines.

Ejemplares similares