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Synthesis, characterization and antifungal testing of 3,4-dihydropyrimidin-2(1H)-(thio)ones containing boronic acids and boronate esters

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Central European Journal of Chemistry

Abstract

The addition of formylphenylboronic acid derivatives to thiourea and ethyl acetoacetate proceeds in the presence of an additional Lewis acid catalyst to give the corresponding 3,4-dihydropyrimidin-2(1H)-(thio)ones (Biginelli products) in moderate yield. Compounds were tested for antifungal activity against pure cultures of Aspergillus niger, Aspergillus flavus, Candida albicans and Saccharomyces cerevisiae but, unfortunately, none showed any appreciable activity.

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Authors and Affiliations

  1. Department of Chemistry, Mount Allison University, Sackville, NB, E4L 1G8, Canada

    Dominique R. Duguay, Matthew T. Zamora, Johanna M. Blacquiere, Francis E. Appoh, Christopher M. Vogels, Susan L. Wheaton & Stephen A. Westcott

  2. Department of Biology, Mount Allison University, Sackville, NB, E4L 1G7, Canada

    Felix J. Baerlocher

  3. Department of Chemistry, University of New Brunswick, Fredericton, NB, E3B 5A3, Canada

    Andreas Decken

Authors
  1. Dominique R. Duguay
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  2. Matthew T. Zamora
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  3. Johanna M. Blacquiere
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  4. Francis E. Appoh
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  5. Christopher M. Vogels
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  6. Susan L. Wheaton
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  7. Felix J. Baerlocher
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  8. Andreas Decken
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  9. Stephen A. Westcott
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Corresponding author

Correspondence to Stephen A. Westcott.

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Duguay, D.R., Zamora, M.T., Blacquiere, J.M. et al. Synthesis, characterization and antifungal testing of 3,4-dihydropyrimidin-2(1H)-(thio)ones containing boronic acids and boronate esters. cent.eur.j.chem. 6, 562–568 (2008). https://doi.org/10.2478/s11532-008-0064-x

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  • DOI: https://doi.org/10.2478/s11532-008-0064-x

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