Regioselective synthesis of 5-ylidenepyrrol-2(5H)-ones by reaction of transition metal-coordinated bis(imidoyl) chlorides with carbon nucleophiles

Authors
Wuckelt, J Doring, M Langer, P Beckert, R Gorls, H
Citation
J. Wuckelt et al., Regioselective synthesis of 5-ylidenepyrrol-2(5H)-ones by reaction of transition metal-coordinated bis(imidoyl) chlorides with carbon nucleophiles, J ORG CHEM, 64(2), 1999, pp. 365-372
Citations number
37
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
2
Year of publication
1999
Pages
365 - 372
Database
ISI
SICI code
0022-3263(19990122)64:2<365:RSO5BR>2.0.ZU;2-S
Abstract
A regioselective transition metal mediated domino reaction of carbon nucleo philes with oxalic acid-bis(imidoyl)chlorides is reported. This reaction pr ovides a convenient access to E-configured 5-ylidenepyrrol-2(5H)-ones. With out the presence of cobalt(II) or nickel(II) salts, open-chained products w ere obtained. The regioselective cyclization is controlled by the coordinat ion of the nitrogen atoms of the 1,4-diazadiene system to the transition me tal.