AZIRIDINATION OF N-SULFONYLIMINES WITH A STABILIZED SULFONIUM YLIDE -SIMPLE PREPARATION OF 2-[(E)-2-(ALKOXYCARBONYL)ETHENYL]-3-ARYLAZIRIDINES

Authors
Citation
Ah. Li et al., AZIRIDINATION OF N-SULFONYLIMINES WITH A STABILIZED SULFONIUM YLIDE -SIMPLE PREPARATION OF 2-[(E)-2-(ALKOXYCARBONYL)ETHENYL]-3-ARYLAZIRIDINES, Journal of the Chemical Society. Perkin transactions. I, (22), 1996, pp. 2725-2729
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
22
Year of publication
1996
Pages
2725 - 2729
Database
ISI
SICI code
0300-922X(1996):22<2725:AONWAS>2.0.ZU;2-B
Abstract
2-[(E)-2-(alkoxycarbonyl)ethenyl]-3-arylaziridines 1 are efficiently p repared either by the reaction of N-sulfonylimines 2 with 3-(alkoxycar bonyl)allyldimethylsulfonium bromide 3 in the presence of potassium ca rbonate in acetonitrile at room temperature or by the reaction of comp ounds 2 with preformed dimethylsulfonium 3-(alkoxycarbonyl)allylides 4 at -78 degrees C in moderate to good yields, The cis/trans value of t he product ranged from 1/1 to 8/1.