Date of Award
University or Center
Clark Atlanta University(CAU)
Professor Xiu (James) Bu
A one-pot and straightforward synthesis, which results in the formation of imidazo[1,5-a]pyridines, has been intensely investigated. This methodology has been applied to 2,2'-pyridil, α- pyridoin and 2-benzoylpyridne ketone systems respectively.
Treatment of 2,2'-pyridiI, α -pyridoin or 2-benzoylpyridine with aromatic aldehydes, and ammonium acetate in the presence of hot acetic acid has been shown to give 1-(2-Pyridoyl)-3-phenylimidazolesand 1,3-di-phenylimidazo[1,5-a]pyridines in good to excellent yields. These reactions were carried out without the use of metal catalysts, which is a commonly used methodology for imidazo[1,5-a]pyridine synthesis.
A new and efficient synthesis of 1,3-diaryl-[1,5-a]imidazopyridines has also been developed based on the reaction of 2-benzoylpyiridne with aldehydes in the presence of ammonium acetate and hot acetic acid Aldehydes applicable to this reaction include aryl aldehydes, heteroaromatic aldehydes, salicylaldehydes.
Mason, Richard J. Jr., "A novel and efficient synthesis of imidazo[1,5-a]pyradines" (2007). ETD Collection for AUC Robert W. Woodruff Library. 3047.