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Synthesis of tetrazole derivatives through conversion of amide and thioamide functionalities

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Chemistry of Heterocyclic Compounds Aims and scope

The chemical and physiological stability of tetrazole motifs, as well as their broad range of medicinal properties, have been intensively investigated. But still, scientific community uses the best efforts to develop structurally different variations of substituted tetrazoles to investigate their potential applications. In this review, various methods applying combinations of different reagents such as SiCl4/NaN3, PCl5/N2H4/N2O4, PPh3/DEAD/TMSN3, NaN3/HgCl2, and DPPA/DIAD for the selective synthesis of 1,5-disubstituted tetrazoles converting amide and thioamide functionalities have been described. This approach of thioamide and amide replacement allows to introduce tetrazole as isosteric substituent increasing metabolic stability of biologically active compounds.

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Authors and Affiliations

  1. School of Chemical Sciences, Central University of Gujarat, Sector 29, Gandhinagar, Gujarat, 382030, India

    Naimish Verma, Smritilekha Bera & Dhananjoy Mondal

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  1. Naimish Verma
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  2. Smritilekha Bera
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  3. Dhananjoy Mondal
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Correspondence to Smritilekha Bera or Dhananjoy Mondal.

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Published in Khimiya Geterotsiklicheskikh Soedinenii, 2022, 58(2/3), 73–83

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Verma, N., Bera, S. & Mondal, D. Synthesis of tetrazole derivatives through conversion of amide and thioamide functionalities. Chem Heterocycl Comp 58, 73–83 (2022). https://doi.org/10.1007/s10593-022-03059-w

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