121779-19-9Relevant articles and documents
Thermal rearrangement of an N-hydroxyimidazole thiocarbamoyl derivative as a simple entry into the 4-thioimidazole motif
Pinto, Luis F. V.,Justino, Goncalo C.,Vieira, Abel J. S. C.,Prabhakar, Sundaresan,Lobo, Ana M.
experimental part, p. 17 - 23 (2010/08/22)
A thermal rearrangement of a thio-ester derivative of N-hydroxyimidazole gives rise, in a clean reaction, to the corresponding 4-and 2-thiol ester derivatives in a 1 : 1 ratio.
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.
1-Hydroxyimidazole Derivatives III. Synthesis of 1-Alkyloxy-, 1-Arylalkyloxy-, and 1-Phenoxy-1H-imidazoles
Laus, Gerhard,Stadlwieser, Josef,Kloetzer, Wilhelm
, p. 773 - 775 (2007/10/02)
1-Hydroxy-1H-imidazole and 2-alkyl-1-hydroxy-1H-imidazoles are prepared by selective hydrogenation of the corresponding 1-hydroxy-1H-imidazole 3-oxides and subsequently transformed to the 1-alkoxy, 1-arylalkyloxy and 1-phenoxy derivatives.
