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Molecules 2003, 8(10), 735-743; doi:10.3390/81000735
Article

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

1, 1, 1, 1 and 2,*
1 Department of Chemistry, University of Cincinnati, Cincinnati, OH 45221-0172, USA 2 Department of Chemistry, Faculty of Science, Alexandria University, Alexandria, Egypt
* Author to whom correspondence should be addressed.
Received: 29 April 2003 / Revised: 17 August 2003 / Accepted: 18 August 2003 / Published: 31 October 2003
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Abstract

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.
Keywords: 4-Aroyl-3-alkoxy-2(5H)-furanones; 7-aryl-4; 5-dihydro-2-oxo-3H; 8H-furo- [3; 4-b][1; 4]diazepines; X-ray structures 4-Aroyl-3-alkoxy-2(5H)-furanones; 7-aryl-4; 5-dihydro-2-oxo-3H; 8H-furo- [3; 4-b][1; 4]diazepines; X-ray structures
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Zimmer, H.; Librera, C.P.; Hausner, S.; Bauer, J.; Amer, A. Novel 4-Aroyl-3-alkoxy-2(5H)-furanones as Precursors for the Preparation of Furo[3,4-b][1,4]-diazepine Ring System. Molecules 2003, 8, 735-743.

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