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Iron-Catalyzed Intermolecular C-N Cross-Coupling Reactions via Radical Activation Mechanism. | LitMetric

Iron-Catalyzed Intermolecular C-N Cross-Coupling Reactions via Radical Activation Mechanism.

J Am Chem Soc

Department of Biological & Synthetic Chemistry, Center of Biomedical Research, SGPGIMS Campus, Raebareli Road, Lucknow, 226014 Uttar Pradesh, India.

Published: July 2023

AI Article Synopsis

  • A new way to create C-N bonds has been developed using tetrazoles, azides, and boronic acids, with iron as the catalyst.
  • This method employs a unique metalloradical activation mechanism instead of the conventional metal-catalyzed techniques.
  • The research shows that this strategy can effectively synthesize various compounds, including drug candidates, which could be highly beneficial for medicinal chemistry and pharmaceuticals.

Article 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.

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Source
http://dx.doi.org/10.1021/jacs.3c05627DOI Listing

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