80606-77-5Relevant academic research and scientific papers
Stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via a Beckmann rearrangement facilitated by diphenyl phosphorazidate
Ishihara, Kotaro,Shioiri, Takayuki,Matsugi, Masato
supporting information, p. 1295 - 1298 (2019/04/13)
A novel method for the stereospecific synthesis of 1,5-disubstituted tetrazoles from ketoximes via the Beckmann rearrangement was developed using diphenyl phosphorazidate (DPPA) as both the oxime activator and azide source. Various ketoximes were transformed into the corresponding 1,5-disubstituted tetrazoles with exclusive trans-group migration and no E-Z isomerization of the ketoxime. This method enables the preparation of 1,5-disubstituted tetrazoles without using toxic or explosive azidation reagents.
Homolytic C-Alkylation of Aldoximes
Citterio, Attilio,Filippini, Lucio
, p. 473 - 474 (2007/10/02)
Thermal decomposition of alkyl peresters in hydrogen donor solvents (cycloalkanes or ethers) in the presence of aldoximes affords (C-1)-alkylated products.The reaction is favored by electron-withdrawing substituents on the oxime and involves free C-radica
