Free accessResearch articleFirst published online 2006-5
Chemistry of 2-Arylhydrazonals: Utility of Substituted 2-Arylhydrazono-3-Oxoalkanals as Precursors for 3-Oxoalkanonitriles,3-Aminoisoxazole and 1,2,3- and 1,2,4-Triazoles
Efficient routes to 2-arylhydrazono-3-oxoalkanonitriles, 1,2,3- and 1,2,4-triazoles, and 3-aminoisoxazole utilising the oximes of the title hydrazones are reported. The behaviour of the oximes on pyrolysis in the gas phase and by flash vacuum is analysed. X-ray crystallography were used to confirm the structure of the triazole 10b and the 3-oxoalkanonitrile 12f.
MaroulisA.J., DomzaridouK.C., and Hadjiantoniou-MaroulisC.P., Synthesis, 1998, 1769.
21.
ElnagdiM.H., FleitaD.H., and ElmoghayerM.R.H., Tetrahedron, 1975, 31, 63.
22.
MarchJ., Advanced Organic Chemistry 4th edn. John Wiley, New York, 1992, p. 1008 (and references therein).
23.
Al-AwadiN.A., El-DusouquiO.M.E., KaulK., and DibH.H., Int. J. Chem. Kinet., 2000, 32, 403.
24.
AltomareA., CascaranoG., GiacovazzoC., GuagliardiA., BurlaM.C., PolidoriG., and CamalliM., J. Appl. Cryst., 1994, 27, 435.
25.
Crystal data for 10b (ref. 282731) can be obtained on request from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EW, UK.
26.
Crystal data for 12f (ref. 282732) can be obtained on request from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EW, UK.
27.
Al-AwadiN.A., ElnagdiM.H., KaulK., IlingovanS., and El-DusouquiO.M.E., J. Phys. Org. Chem., 1999, 12, 654.
28.
Al-AwadiN.A., KaulK., and El-DusouquiO.M.E., J. Phys. Org. Chem., 2000, 13, 499.
