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DOI: 10.1055/a-2538-1289
Catalytic Nucleophilic Aromatic Substitution Amination of 2-Aminopyridines with Amines
Authors
We thank the National Natural Science Foundation of China (22271235), the Zhejiang Provincial Natural Science Foundation of China (LR24B020001), and the "Pioneer" and "Leading Goose" R&D Program of Zhejiang (2022SDXHDX0006).
Abstract
Nucleophilic aromatic substitution (SNAr) is a powerful strategy for rapid functional group transformations and has been applied extensively in arene functionalization. Electrophilic transition-metal-enabled π-coordination activation has emerged as a unique approach for catalyzing SNAr reactions of benzene derivatives. Traditionally, heteroarenes are considered resistant to π-coordination with transition metals because of preferential binding of the heteroatom to the metal. In our recent work, we demonstrated a π-coordination activation strategy for aminopyridines using a ruthenium(II) catalyst to enable SNAr reactions with amines as nucleophiles. The transient η⁶-pyridine complex serves as an electrophile, facilitating pyridyl C–N bond cleavage, and providing access to a diverse array of pyridylamines. Additionally, this method enables the incorporation of chiral and ¹⁵N-labeled amines, expanding its synthetic utility.
1 Introduction
2 Amination of Aminopyridines via η6-Coordination Catalysis
3 Conclusions and Perspectives
Publikationsverlauf
Eingereicht: 27. Dezember 2024
Angenommen nach Revision: 12. Februar 2025
Accepted Manuscript online:
12. Februar 2025
Artikel online veröffentlicht:
01. April 2025
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