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Synthesis 2025; 57(04): 774-783
DOI: 10.1055/s-0043-1773510
DOI: 10.1055/s-0043-1773510
paper
Direct Copper-Mediated C–H Arylation of Triazolo[5,1-c][1,2,4] triazines with Aryldiazonium Salts
This research was financially supported by the Russian Science Foundation (project 23-63-10011).
Abstract
The C–H functionalization strategy was first applied to the Cu-mediated radical arylation reactions of triazolotriazines with aromatic diazonium salts. A series of C(3)-modified triazolo[5,1-c][1,2,4]triazines were obtained in yields of up to 80% under mild conditions. The radical nature of the reaction mechanism was established by the TEMPO radical trap experiments. The developed method is characterized by its versatile application opportunities, particularly it allows C(3)-arylated azoloazine-derived compounds of various architectures to be available. The elaborated synthetic strategy is of interest in the directed design of azaheterocyclic biomolecules with diverse pharmacological applications.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0043-1773510.
- Supporting Information
Publication History
Received: 24 October 2024
Accepted after revision: 06 December 2024
Article published online:
08 January 2025
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