45376-79-2Relevant articles and documents
Synthesis of 2-Substituted 1-Hydroxyhnidazoles through Directed Lithiation
Eriksen, Birgitte Langer,Veds?, Per,Morel, Sandrine,Begtrup, Mikael
, p. 12 - 16 (2007/10/03)
Benzylation of 3-hydroxyimidazole 1-oxide gave 3-(benzyloxy)imidazole 1-oxide, which was deoxygenated with phosphorous trichloride to produce 1-(benzyloxy)imidazole. 1-(Benzyloxy)imidazole was deprotonated selectively at C-2 by n-butyllithium. The anion formed was reacted with electrophiles to give 1-(benzyloxy)imidazoles with carbon, halogen, silicon, or sulfur substituents at the 2-position. Subsequent debenzylation afforded 2-substituted 1-hydroxyimidazoles which in turn could be deoxygenated to give 2-substituted imidazoles.