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3,4-(Methylenedioxy)aniline as precursor to the synthesis of thiazolidin-4-ones

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Abstract

New 2-aryl-3-(benzo[d][1,3]dioxol-5-yl)thiazolidin-4-ones were easily synthesized by one-pot reaction of (3,4-methylenedioxy)aniline, arenaldehydes (or cyclohexanone), and mercaptoacetic acid which results in good yields. The thiazolidinones were fully identified and characterized by spectroscopic techniques as 1H and 13C NMR, mass and high resolution mass. These novel heterocycles are potential biological compounds due the presence of both important moieties: thiazolidinone and 1,3-benzodioxole.

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Acknowledgments

The authors thank UFPel, CAPES, and CNPq for the financial support of the research. We also thank C.E.H. Silva for the help with the manuscript.

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Authors and Affiliations

  1. Laboratório de Química Aplicada à Bioativos, LaQuiABio, Centro de Ciências Químicas, Farmacêuticas e de Alimentos, Universidade Federal de Pelotas, Campus Universitário SN, PO Box 354, Capao do Leao, 96160-000, Brazil

    Hellen G. Masteloto, Bruna B. Drawanz, Gabriele A. Berwaldt, Geonir M. Siqueira & Wilson Cunico

  2. Laboratório Estrutura e Atividade-LEAT, Departamento de Química, Centro de Ciências Físicas e Matemáticas, Universidade Federal de Santa Catarina, Campus Trindade, Florianópolis, 88040-900, Brazil

    Patricia D. Neuenfeldt

Authors
  1. Hellen G. Masteloto
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  2. Bruna B. Drawanz
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  3. Gabriele A. Berwaldt
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  4. Patricia D. Neuenfeldt
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  5. Geonir M. Siqueira
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  6. Wilson Cunico
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Corresponding author

Correspondence to Wilson Cunico.

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Masteloto, H.G., Drawanz, B.B., Berwaldt, G.A. et al. 3,4-(Methylenedioxy)aniline as precursor to the synthesis of thiazolidin-4-ones. Monatsh Chem 146, 327–334 (2015). https://doi.org/10.1007/s00706-014-1338-y

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  • DOI: https://doi.org/10.1007/s00706-014-1338-y

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