title: Directed ortho-Lithiation on Solid Phase.
abstract: Resin-bound 1-hydroxyimidazole, obtained by alkylation of the sodium salt of 1-hydroxyimidazole with chloromethyl polystyrene, was lithiated at C-2 with n-butyllithium. Subsequent treatment with carbon, halogen, or sulfur electrophiles followed by detachment from the solid support by heating with trifluoracetic acid at 100 degrees C for 20 h gave 2-substituted 1-hydroxyimidazoles in 52-93% yields.
authors.affiliation: Medicinal Chemistry Research, H. Lundbeck A/S, Ottiliavej 9, DK-2500 Valby, Denmark.
authors.forename: Sophie
authors.initials: S
authors.lastname: Havez
authors.forename: Mikael
authors.initials: M
authors.lastname: Begtrup
authors.forename: Per
authors.initials: P
authors.lastname: Vedsø
authors.forename: Kim
authors.initials: K
authors.lastname: Andersen
authors.forename: Thomas
authors.initials: T
authors.lastname: Ruhland