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Synthesis of fused 1,5-disubstituted tetrazoles via a one-pot Knoevenagel condensation/nucleophilic substitution/intramolecular/intermolecular [3 + 2] cycloaddition reaction

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Abstract

An efficient synthesis of pyrrolo[1,2-d]tetrazole derivatives is achieved via one-pot Knoevenagel condensation, nucleophilic substitution, intramolecular and intermolecular cyclization reactions of α-bromoacetophenones, malononitrile, and sodium azide in EtOH as solvent in the presence of K2CO3. The products are formed in moderate yields.

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Acknowledgements

We gratefully acknowledge financial support from the Research Council of Babol University of Technology.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Babol Noshirvani University of Technology, Babol, Iran

    Afshin Sarvary & Faezeh Khosravi

  2. Department of Organic Chemistry, Faculty of Chemistry, University of Kashan, Kashan, Iran

    Mohammad Ghanbari

Authors
  1. Afshin Sarvary
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  2. Faezeh Khosravi
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  3. Mohammad Ghanbari
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Correspondence to Afshin Sarvary.

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Sarvary, A., Khosravi, F. & Ghanbari, M. Synthesis of fused 1,5-disubstituted tetrazoles via a one-pot Knoevenagel condensation/nucleophilic substitution/intramolecular/intermolecular [3 + 2] cycloaddition reaction. Monatsh Chem 149, 39–45 (2018). https://doi.org/10.1007/s00706-017-2062-1

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  • DOI: https://doi.org/10.1007/s00706-017-2062-1

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