REACTION OF METHYLAZIDE WITH CINNAMIC, CR OTONIC AND ACRYLIC OLEFINS - STUDY OF THE OBTAINED COMPOUNDS

Citation
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
Citations number
47
Categorie Soggetti
Chemistry
ISSN journal
00379646
Volume
105
Issue
4
Year of publication
1996
Pages
189 - 203
Database
ISI
SICI code
0037-9646(1996)105:4<189:ROMWCC>2.0.ZU;2-I
Abstract
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.