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A novel and efficient synthesis of imidazo[1,5-a]pyradines

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.

Identiferoai:union.ndltd.org:auctr.edu/oai:digitalcommons.auctr.edu:dissertations-4017
Date01 May 2007
CreatorsMason, Richard J., Jr.
PublisherDigitalCommons@Robert W. Woodruff Library, Atlanta University Center
Source SetsAtlanta University Center
Detected LanguageEnglish
Typetext
Formatapplication/pdf
SourceETD Collection for AUC Robert W. Woodruff Library

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