Molecular rearrangements of 5-azido substituted 1,2,3-triazoles |
| |
Authors: | Gerrit LAbbe Peter Van Stappen Suzanne Toppet |
| |
Institution: | Department of Chemistry, University of Leuven Celestijnenlaan 200F, B-3030 HeverleeBelgium |
| |
Abstract: | 5-Azido-4-methoxycarbonyl-1-phenyl-1,2,3-triazole () and its phenyl substituted derivatives , rearrange at 60–80°C to give tetrazolyldiazoacetates , which have been isolated. When the reactions are allowed to go to completion, products derived from the diazo compounds are obtained; i.e. norcaradienes () from benzene solutions and imidazotetrazoles () from nitrite solutions. The latter decompose photochemically into diazacyclopentadienonimines (). A kinetic study of the rearrangement → has been carried out and the mechanism (Scheme VI) is discussed in comparison with the Dimroth rearrangement. |
| |
Keywords: | |
本文献已被 ScienceDirect 等数据库收录! |
|