A New Method for the Synthesis of 2,3-Aryl-5-arylideneimidazol-4-ones Using N-Trimethylsilylimidazole

V. O. Topuzyan,S. R. Tosunyan, E. R. Aleksanyan, E. A. Hakobyan,N. А. Hovhannisyan,A. T. Makichyan, A. A. Shahkhatuni,A. A. Hovhannisyan

Russian Journal of General Chemistry（2023）

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Abstract

A new method was developed for the synthesis of 5-arylidene-2,3-disubstituted 4H-imidazol-4-ones by cyclization of N-substituted α,β-dehydroamino acid arylamides with N-trimethylsilylimidazole (TMSIM) in dimethylformamide. The process was carried out by both conventional and microwave heating. Target imidazol-4-one was also synthesized by a one-pot method based on the reaction of unsaturated 5(4H)-oxazolone, arylamine, and TMSIM. The anticholinesterase and antiradical properties of synthesized both arylamides and 4-imidazolones were studied.

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Key words

alpha,beta-dehydroamino acid,arylamides,4H-imidazol-4-ones,N-trimethylsililimidazole,cholinesterase inhibitors,antiradical activity

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