213009-17-7Relevant academic research and scientific papers
Stereoselective synthesis of 2-(α-hydroxyalkyl)benzimidazoles
Katritzky, Alan R.,Aslan, Diana C.,Oniciu, Daniela C.
, p. 2245 - 2251 (2007/10/03)
Lithiated oxazolo[3,4-a]benzimidazole 4 reacted with various alkyl halides to give oxazolo[3,4-a]benzimidazoles 5a-d in good yields as single diastereoisomers. (R)-Benzimidazol-2-yl carbinols 6a-d were obtained upon hydrolysis under acidic conditions of 1
Practicable Syntheses of 2-Hydroxymethyl-substituted Benzimidazoles and 2-Formylbenzimidazole
Ooi, Hong Chin,Suschitzky, Hans
, p. 2871 - 2876 (2007/10/02)
N-Protection of benzimidazole by a diethoxymethyl group, as in , allows exclusive lithiation at the 2-position.This protected anion can be made to react with various electrophiles (e. g. ketones, aldehydes) to yield the corresponding 2-hydroxymethylbenzimidazoles (1).Facile deprotection occurs with acid.Two practicable syntheses of 2-formylbenzimidazole are also described and an indirect route to benzimidazole-2-alcohols is discussed.
