SYNTHESIS BETA-LACTAM DERIVATIVES BY CYCLOADDITION OF 2-METHYLENEAZETIDINES WITH AZIDES

Citation
N. Dekimpe et M. Boeykens, SYNTHESIS BETA-LACTAM DERIVATIVES BY CYCLOADDITION OF 2-METHYLENEAZETIDINES WITH AZIDES, Journal of organic chemistry, 59(18), 1994, pp. 5189-5191
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
00223263
Volume
59
Issue
18
Year of publication
1994
Pages
5189 - 5191
Database
ISI
SICI code
0022-3263(1994)59:18<5189:SBDBCO>2.0.ZU;2-I
Abstract
In reaction with azides, substituted with electron-withdrawing groups, 2-methyleneazetidines underwent [3 + 2]-cycloaddition to, form interm ediate triazolines. These intermediates spontaneously rearrange into f our-membered cyclic amidines with concomitant loss of diazomethane.