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Paper | Regular issue | Vol 29, No. 1, 1989, pp.103-114
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4697
Flash-Vacuum Pyrolysis of 1,2,4-Triazolides: A New Synthesis of Functionalized Oxazoles

André Maquestiau, Robert Flammang, and Fouad-Bachir Ben Adbelouahab

*Organic Chemistry Labratory, State University of Mons, B-7000 Mons, Belgium

Abstract

Tandem mass spectrometry (MS/NS) has been applied. to investigate the behaviour of 1,2,4-triazolides upon flash-vacuum pyrolysis (FVP) conditions. Monosubstituted (position 5) oxazoles (loss of nitrogen) and in some cases oxygenated cumulenes (loss of 1,2,4-triazole) are the most important pyrolysis products. Pyrolysis at a preparative scale indicates moreover the interest of the technique as the synthetized oxazoles were usually unknown or very difficult to prepare owing the conventional procedures.