The synthesis of N-benzoyl aziridines from beta-benzamidoalkyl phenyl selenides

Authors
Ward, VR Cooper, MA Ward, AD
Citation
Vr. Ward et al., The synthesis of N-benzoyl aziridines from beta-benzamidoalkyl phenyl selenides, PHOSPHOR SU, 171, 2001, pp. 449-455
Citations number
31
Categorie Soggetti
Inorganic & Nuclear Chemistry
Journal title
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
ISSN journal
10426507 → ACNP
Volume
171
Year of publication
2001
Pages
449 - 455
Database
ISI
SICI code
1042-6507(2001)171:<449:TSONAF>2.0.ZU;2-E
Abstract
beta -Benzamidoalkyl phenyl selenides can be oxidised, using mCPBA, to the corresponding selenones which can be cyclised to oxazolines or aziridines d epending on the reaction conditions. In neutral or weakly basic conditions the oxazoline is the major product but if the oxidation is conducted at -60 degreesC then the corresponding aziridine is formed in high yields using s trongly basic conditions. The synthesis of a range of bicyclic N-benzoyl az iridines is described.