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Synthesis 2024; 56(12): 1958-1966
DOI: 10.1055/s-0042-1751570
DOI: 10.1055/s-0042-1751570
paper
Heptafluorobutyric Acid Catalyzed Cross-Dehydrogenative Coupling of 7-Aminocoumarins with 1,2,4-Triazines: A Straightforward Pathway to 3-Triazinyl-7-aminocoumarins
Authors
This work was supported by the Russian Science Foundation (grant no. 23-73-10050).
Abstract
A protocol for C–H/C–H cross-coupling reaction between 7-aminocoumarins and 1,2,4-triazines has been developed. The reaction was carried out under heptafluorobutyric acid catalysis providing products with yield up to 91%. The applicability and scope of the proposed method was demonstrated on 25 compounds containing different substituents both in the triazine ring and at the nitrogen atom of 7-aminocoumarins. The study of the reaction mechanism by EPR and radical trapping suggests that radicals are involved in this transformation.
Key words
7-aminocoumarin - cross-dehydrogenative coupling - 1,2,4-triazine - heptafluorobutyric acid - coumarin fluorophore - single electron transferSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751570.
- Supporting Information (PDF)
Publikationsverlauf
Eingereicht: 17. Januar 2024
Angenommen nach Revision: 19. Februar 2024
Artikel online veröffentlicht:
01. März 2024
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