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- Title
Lithiation of 1-arylimidazol-2(1H)-ones and 1-aryl-4,5-dihydroimidazol-2(1H)-ones.
- Authors
Llopart, Carme Cantos; Ferrer, Conchita; Joule, John A.
- Abstract
1-Arylimidazol-2(1H)-ones are shown to be readily lithiated, using 2 mol equiv. of n-butyllithium, on the benzene ring, ortho to the heterocycle. 1-Aryl-4,5-dihydroimidazol-2(1H)-ones also undergo metalation on the aromatic substitutuent ortho to the heterocycle, but less efficiently. 1-Aryl-3-methylimidazol-2(1H)-ones are lithiated on the heterocyclic ring and then on the benzene ring ortho to the heterocycle. No ortho-directing effect was found for 1-aryl-4,5-dihydro-3-methylimidazol-2(1H)-ones.
- Subjects
UREA; BENZENE; AROMATIC compounds; HETEROCYCLIC compounds; ORGANIC cyclic compounds
- Publication
Canadian Journal of Chemistry, 2004, Vol 82, Issue 11, p1649
- ISSN
0008-4042
- Publication type
Article
- DOI
10.1139/V04-137