Abstract
The conversion of the 2(3 H )-furanone into the oxazinone and pyrimidinone derivatives is studied. A 2-(furan-3-ylmethylene)-4-oxo-4-phenylbutanoyl azide 3 was synthesized to carry out these conversions through its thermolysis in dry benzene and/or base-catalyzed decomposition of this azide in the presence of different amines. The structures of all compounds were demonstrated from their spectral data and elemental analyses.
Highlights
Introduction recorded on Shimadzu GC-MS-QP-1000EX mass spectrometer (Shimadzu Scientific Instruments, Inc., USA) operating at 70 eV at the Microanalytical Center of Cairo University
The progress of all reactions was monitored by the thin layer chromatography using Merck Kiesel gel 60 F254 aluminum-backed plates
Our research group was interested in the conversion of 2(3H)-furanones into a variety of heterocyclic systems of synthetic and biological importance
Summary
The conversion of the 2(3H)-furanone into the oxazinone and pyrimidinone derivatives are studied. Our research group was interested in the conversion of 2(3H)-furanones into a variety of heterocyclic systems of synthetic and biological importance. Based on their facile ring opening by nitrogen nucleophiles, these furanones were converted into acyclic products which via ring closure afforded many heterocycles viz. 2(3H)-furanones into pyrimidine derivatives has not been reported. Pyrimidine derivatives have a broad spectrum of biological activities. In view of the previous facts, we report the conversion of 2(3H)-furanones into oxazinone and pyrimidinone derivatives. Found: C, 71.08; H, 4.27; N, 5.42
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