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An efficient microwave-promoted three-component synthesis of thiazolo[3,2-a]pyrimidines catalyzed by SiO2–ZnBr2 and antimicrobial activity evaluation

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Chemistry of Heterocyclic Compounds Aims and scope

2,5-substituted-6-(4-nitrophenyl)-5H-thiazolo[3,2-a]pyrimidin-7-amines. This method, optimized under microwave conditions, was highly efficient and environmentally benign and delivered the desired products in good yields (89–96%) in short reaction time (<6 min). The method has many additional advantages such as wide substrate tolerance, high atom economy, operational simplicity, reusability of the catalyst, and inexpensive solvent. In screening tests of antimicrobial activity against four bacteria and three fungi species, few of the synthesized compounds showed activity in the MIC range 6.25–25.0 μg/ml, which was close to the standard drugs, tetracycline and amphotericin B (MIC 3.125–6.25 μg/ml).

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This study was in part supported by the 985 Project of National Key Universities, Tianjin University, the National Natural Science Foundation of China (NSFC) through Grant-in-Aid numbers: 41651001, 91644103, and 41775120 and by Foreign Youth Talent Introduction Programme (WQ20180020), China.

We also thankful to K. Naresh, Department of Biochemistry, Sri Venkateswara University, Andhra Pradesh, India, for providing biological activity screening data.

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Authors and Affiliations

  1. Institute of Surface-Earth System Science, Tianjin University, 92 Weijing Road, Tianjin, 300072, China

    Subba Rao Devineni, Cong-Qiang Liu & Chandra Mouli Pavuluri

  2. Department of Chemistry, Sri Venkateswara University, Tirupati, Andhra Pradesh, 517502, India

    Thirupal Reddy Madduri & Naga Raju Chamarthi

Authors
  1. Subba Rao Devineni
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  2. Thirupal Reddy Madduri
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  3. Naga Raju Chamarthi
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  4. Cong-Qiang Liu
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  5. Chandra Mouli Pavuluri
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Correspondence to Chandra Mouli Pavuluri.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2019, 55(3), 266–274

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Devineni, S.R., Madduri, T.R., Chamarthi, N.R. et al. An efficient microwave-promoted three-component synthesis of thiazolo[3,2-a]pyrimidines catalyzed by SiO2–ZnBr2 and antimicrobial activity evaluation. Chem Heterocycl Comp 55, 266–274 (2019). https://doi.org/10.1007/s10593-019-02452-2

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  • DOI: https://doi.org/10.1007/s10593-019-02452-2

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