AZIRIDINATION OF ALKENES WITH 3-ACETOXYAMINOQUINAZOLINONES IN THE PRESENCE OF HEXAMETHYLDISILAZANE

Authors
ATKINSON RS BARKER E ULUKANLI S
Citation
Rs. Atkinson et al., AZIRIDINATION OF ALKENES WITH 3-ACETOXYAMINOQUINAZOLINONES IN THE PRESENCE OF HEXAMETHYLDISILAZANE, Journal of the Chemical Society. Perkin transactions. I, (3), 1998, pp. 583-589
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
3
Year of publication
1998
Pages
583 - 589
Database
ISI
SICI code
0300-922X(1998):3<583:AOAW3I>2.0.ZU;2-H
Abstract
Yields of aziridines from reaction of some alkenes, including alpha,be ta-unsaturated esters, with 3-acetoxyamino-2-isopropylquinazolinone 6 (Q(3)NHOAc) are greatly increased in the presence of hexamethyldisilaz ane (HMDS). A mono-aziridination product of naphthalene is obtained on ly in the presence of HMDS. It is concluded that the enhanced yields i n these aziridinations are the result of scavenging of acetic acid by HMDS, thus prolonging the lifetime of the aziridinating agent Q(3)NHOA c.