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Abstract <p>A one-pot method was developed for the synthesis of 2-substituted 5-arylidene-1-alkyl-4-imidazolones using <i>N</i>-trimethylsilylimidazole. Two synthesis approaches were considered: (1) starting from 4-arylidene-5(4<i>H</i>)-oxazolones and (2) starting from <i>N</i>-substituted α,β-dehydroamino acids amides. It was shown that, in general, the one-pot synthesis method leads to higher yields of 2-substituted 5-arylidene-1-alkyl-4-imidazolones than the two-step method with the intermediate preparation of the <i>N</i>-substituted α,β-dehydroamino acid amide and its dehydration. <i>N</i>-Trimethylsilylimidazole was proposed as an effective reagent for the synthesis of 4(<i>H</i>)-imidazol-4-ones from 4-arylidene-5(4<i>H</i>)-oxazolones under one-pot synthesis conditions. Optical, antiradical and cholinesterase inhibitory properties of the synthesized 2-substituted 1-alkyl-4-imidazolones were studied.</p>

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One-Pot Synthesis of 2-Substituted 5-Arylidene-1-alkyl-4-imidazolones and Study of Their Anticholinesterase and Antiradical Activity

  • 期刊论文

  • 发表日期：

    2025年1月1日

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  • V. O. Topuzyan,
  • A. G. Agababyan,
  • A. T. Makichyan,
  • E. H. Hakobyan,
  • L. Kh. Galstyan,
  • A. A. Shahkhatuni,
  • G. A. Khachatryan,
  • K. P. Khachatryan,
  • S. R. Shourelian,
  • A. A. Hovhannisyan

摘要

Abstract

A one-pot method was developed for the synthesis of 2-substituted 5-arylidene-1-alkyl-4-imidazolones using N-trimethylsilylimidazole. Two synthesis approaches were considered: (1) starting from 4-arylidene-5(4H)-oxazolones and (2) starting from N-substituted α,β-dehydroamino acids amides. It was shown that, in general, the one-pot synthesis method leads to higher yields of 2-substituted 5-arylidene-1-alkyl-4-imidazolones than the two-step method with the intermediate preparation of the N-substituted α,β-dehydroamino acid amide and its dehydration. N-Trimethylsilylimidazole was proposed as an effective reagent for the synthesis of 4(H)-imidazol-4-ones from 4-arylidene-5(4H)-oxazolones under one-pot synthesis conditions. Optical, antiradical and cholinesterase inhibitory properties of the synthesized 2-substituted 1-alkyl-4-imidazolones were studied.