A new route to 4-ethynyl-N-hydroxy-2-imidazolidinones via oxime addition

Citation
T. Ullrich et al., A new route to 4-ethynyl-N-hydroxy-2-imidazolidinones via oxime addition, TETRAHEDRON, 56(23), 2000, pp. 3697-3701
Citations number
9
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
56
Issue
23
Year of publication
2000
Pages
3697 - 3701
Database
ISI
SICI code
0040-4020(20000602)56:23<3697:ANRT4V>2.0.ZU;2-E
Abstract
A rapid route was developed to afford ethynyl-substituted imidazole derivat ives which served as key compounds for aryl-alkynyl-coupling reactions. Add ition of mono-silylated acetylene to O-protected oximes was carried out in the absence of Lewis acids, directly affording the title compounds 3a-c in a one-pot reaction. Limitations and dependence of the feasibility on N-1-su bstituents are discussed. (C) 2000 Elsevier Science Ltd. All rights reserve d.