Reaction of 2-formyl imidazole with intermediates from the Baylis-Hillman reaction

Authors
Drewes, SE Horn, MM Ramesar, N
Citation
Se. Drewes et al., Reaction of 2-formyl imidazole with intermediates from the Baylis-Hillman reaction, SYN COMMUN, 30(6), 2000, pp. 1045-1055
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNTHETIC COMMUNICATIONS
ISSN journal
00397911 → ACNP
Volume
30
Issue
6
Year of publication
2000
Pages
1045 - 1055
Database
ISI
SICI code
0039-7911(2000)30:6<1045:RO2IWI>2.0.ZU;2-F
Abstract
The reaction of formyl imidazole (in the presence and absence of DABCO, and with either THF or methanol as solvent) with alpha-hydroxylaryl derivative s of methyl acrylate affords novel synthetic intermediates. By controlling the reaction conditions, either allylic substitution products (THF, DABCO) or rearrangement (MeOH, no DABCO) products result.