G. Lehetet et al., REACTION OF METHYLAZIDE WITH CINNAMIC, CR OTONIC AND ACRYLIC OLEFINS - STUDY OF THE OBTAINED COMPOUNDS, Bulletin des Societes chimiques belges, 105(4), 1996, pp. 189-203
Methylazide reacts with the title olefines and gives expected 1,2,3-tr
iazolines in equilibrium with corresponding amino diazo compounds. Bec
ause this equilibrium, E and Z olefines gives the same result, and the
addition do not seem stereospecific. Thermolysis of this mixture give
s one or two enamines. Oxidation with KMnO4 leads to triazoles. Reacti
on between methylazide and methyl acrylate or methyl vinylketone are m
ore complicated because the amino diazo compounds react with starting
alkene.