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CC BY 4.0 · SynOpen
DOI: 10.1055/a-2722-6531
Graphical Review

1,2,3-Triazine 1-Oxides are a Productive Platform for Synthetic Methodologies

Authors

  • Luca De Angelis

    1   Center for Innovative Drug Discovery, The University of Texas at San Antonio, San Antonio, United States (Ringgold ID: RIN12346)

  • Michael P. Doyle

    2   Chemistry, University of Texas at San Antonio College of Sciences, San Antonio, United States (Ringgold ID: RIN414492)

Supported by: National Science Foundation 2054845
Supported by: Welch Foundation AX-1871
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This graphical review provides a concise overview of the synthesis and uses of 4-carboxylato-1,2,3triazine 1-oxides in diverse syntheses, especially of heterocyclic compounds. Prepared in high yields from reactions between vinyldiazoacetates and tert-butyl nitrite, these triazines undergo nucleophilic substitution reactions, generally at the 6-position with the loss of dinitrogen or nitrous oxide, to form diverse products. Deoxygenation to 1,2,3-triazines, inverse electron demand Diels-Alder reactions, borohydride induced 1,4-hydrogen addition, and syntheses of new diazo compounds are among the new processes that have been uncovered. This review serves as an indicator for future applications.



Publication History

Received: 06 August 2025

Accepted after revision: 15 September 2025

Accepted Manuscript online:
13 October 2025

© . The Author(s). This is an open access article published by Thieme under the terms of the Creative Commons Attribution License, permitting unrestricted use, distribution, and reproduction so long as the original work is properly cited. (https://creativecommons.org/licenses/by/4.0/).

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