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A novel four-component reaction involving ring-opening/recyclization of 1,3-thiazolidinedione

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Abstract

The multicomponent reactions of 1,3-thiazolidinedione, malononitrile, aromatic aldehydes and α-phenylethylamine or β-phenylethylamine in acetonitrile at room temperature produce dihydrothiophene ureidoformamide derivatives in moderate yields through a domino ring-opening/recyclization reaction of 1,3-thiazolidinedione. On treatment with DDQ, dihydrothiophenes are dehydrogenated to convert efficiently to thiophenes in the mild condition.

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Authors and Affiliations

  1. College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou, 225002, China

    Jing Sun, ErYan Xia, LiLi Zhang & ChaoGuo Yan

Authors
  1. Jing Sun
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  2. ErYan Xia
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  3. LiLi Zhang
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  4. ChaoGuo Yan
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Correspondence to ChaoGuo Yan.

Additional information

The work was financially supported by the National Natural Science Foundation of China (Grant No. 20672091)

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Sun, J., Xia, E., Zhang, L. et al. A novel four-component reaction involving ring-opening/recyclization of 1,3-thiazolidinedione. Sci. China Chem. 53, 863–868 (2010). https://doi.org/10.1007/s11426-010-0123-y

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