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<p>A green synthetic method has been developed for producing novel rhodanine-based hybrid derivatives. Initially, rapid synthesis of 5-alkoxycarbonylmethylidene-1,3-thiazolidine-4-one derivatives <b>1a-1d</b> was achieved by reacting <i>N,N</i>-disubstituted thioureas with dialkyl acetylene dicarboxylates under catalyst-free conditions at room temperature, resulting in excellent yields (90–95%). Subsequently, the reaction between compounds <b>1a-1d</b> and primary amines <b>2a-2e</b> in the presence of carbon disulfide was carried out under similar catalyst-free conditions, yielding novel imidazolidinone-rhodanine hybrid derivatives <b>4a-4h</b> with good to excellent yields (72–92%).</p> Graphical abstract <p></p>

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Direct catalyst-free synthesis of substituted imidazolidinone-rhodanine hybrids via functional group migration

  • 期刊论文

  • 发表日期：

    2025年3月4日

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  • Parisa Nazari,
  • Farough Nasiri

摘要

A green synthetic method has been developed for producing novel rhodanine-based hybrid derivatives. Initially, rapid synthesis of 5-alkoxycarbonylmethylidene-1,3-thiazolidine-4-one derivatives 1a-1d was achieved by reacting N,N-disubstituted thioureas with dialkyl acetylene dicarboxylates under catalyst-free conditions at room temperature, resulting in excellent yields (90–95%). Subsequently, the reaction between compounds 1a-1d and primary amines 2a-2e in the presence of carbon disulfide was carried out under similar catalyst-free conditions, yielding novel imidazolidinone-rhodanine hybrid derivatives 4a-4h with good to excellent yields (72–92%).

Graphical abstract