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Iron-Catalyzed Intermolecular C-N Cross-Coupling Reactions via Radical Activation Mechanism.
- Source :
-
Journal of the American Chemical Society [J Am Chem Soc] 2023 Jul 12; Vol. 145 (27), pp. 14599-14607. Date of Electronic Publication: 2023 Jun 30. - Publication Year :
- 2023
-
Abstract
- A concept for intermolecular C-N cross-coupling amination has been discovered using tetrazoles and aromatic and aliphatic azides with boronic acids under iron-catalyzed conditions. The amination follows an unprecedented metalloradical activation mechanism that is different from traditional metal-catalyzed C-N cross-coupling reactions. The scope of the reaction has been demonstrated by the employment of a large number of tetrazoles, azides, and boronic acids. Moreover, several late-stage aminations and a short synthesis of a drug candidate have been showcased for further synthetic utility. Collectively, this iron-catalyzed C-N cross-coupling should have wide applications in the context of medicinal chemistry, drug discovery, and pharmaceutical industries.
Details
- Language :
- English
- ISSN :
- 1520-5126
- Volume :
- 145
- Issue :
- 27
- Database :
- MEDLINE
- Journal :
- Journal of the American Chemical Society
- Publication Type :
- Academic Journal
- Accession number :
- 37390369
- Full Text :
- https://doi.org/10.1021/jacs.3c05627