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Synthesis 2025; 57(05): 1015-1024
DOI: 10.1055/a-2501-4947
DOI: 10.1055/a-2501-4947
paper
Cobalt-Catalyzed Three-Component Synthesis of α-Substituted N-Sulfonyl Amines via C(sp2)–H Bond Activation
Generous financial support by the Research Unit NanoKat at the RPTU Kaiserslautern-Landau and the DAAD (PhD scholarship to O. A. O.-I.) is gratefully acknowledged.
Abstract
Herein, we report a three-component synthesis of α-substituted N-sulfonyl amines from aryl aldehydes, primary sulfonamides, and (hetero)arenes as readily available building blocks. This method is based on the direct functionalization of (hetero)arenes via a cobalt-catalyzed C(sp2)–H bond activation. It enables the modular synthesis of highly substituted sulfonamides as interesting scaffolds for pharmaceutical applications in good yields with a high degree of structural diversity. The applicability of this method in the context of pharmaceutical research was demonstrated by the late-stage modification of active pharmaceutical ingredients and drug-like compounds. Overall, this process offers an interesting and atom-economical alternative to classical approaches for the preparation of α-arylated amines, such as the Petasis reactions or similar processes based on organometallic reagents.
Key word
multicomponent reaction - sulfonamide - C–H bond activation - cobalt catalysis - α-substituted aminesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2501-4947.
- Supporting Information
Publikationsverlauf
Eingereicht: 18. November 2024
Angenommen nach Revision: 12. Dezember 2024
Accepted Manuscript online:
12. Dezember 2024
Artikel online veröffentlicht:
21. Januar 2025
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For some recent developments from our group, see:
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