161670-65-1

Upstream product

• 6313-33-3 formamidine hydrochloride 
• 14119-99-4 4-trifluoroacetyl-3-methyl-2-phenyl-1,3-oxazol-3-ium-5-olate 
• 2568-34-5 N-benzoyl-N-methylglycine 
• 3473-63-0 formamidine acetic acid 

Downstream Products

• 161670-81-1 (1-methyl-2-phenyl-1H-imidazol-5-yl)methanol 
• 94938-03-1 1-methyl-2-phenyl-1H-imidazole-5-carboxaldehyde 
• 161670-80-0 ethyl 1-methyl-2-phenyl-1H-imidazole-5-carboxylate 

Relevant academic research and scientific papers

Convenient synthesis of 5-trifluoroacetylated imidazoles by ring transformation of mesoionic 1,3-oxazolium-5-olates

Mesoionic 4-trifluoroacetyl-1,3-oxazolium-5-olates (1), obtained from the reaction of N-acyl-N-alkylglycines (2) with trifluoroacetic anhydride, react with amidines to give 5-trifluoroacetylimidazoles (3) in moderate yield. The novel ring transformations of 1 into 3 occur via an initial attack of amidines on the C-2 position of the ring.

A Novel Ring Transformation of Mesoionic 1,3-Oxazolium-5-olates into 5-Trifluoroacetylated and 5-Perfluoroacylated Imidazoles by Reaction with Amidines

Treatment of mesoionic 1,3-oxazolium-5-olates with amidines causes a novel ring transformation affording 5-trifluoroacetyl- and 5-perfluoroacyl-imidazoles in moderate yields.