Aerobic Reconstruction of Amines to Amides: A C–N/C–C Bond Cleavage Approach

Aerobic Reconstruction of Amines to Amides: A C–N/C–C Bond Cleavage Approach

Herein, an aerobic reconstruction of amines to amides via C­(sp3)–N bond and C­(sp2)–C­(sp3) bond cleavage is described. This method features a metal-free reaction, insensitivity to oxygen or moisture, and ambient air as the terminal oxidant. Preliminary mechanistic studies suggest that the reaction...

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Veröffentlicht in:Organic letters 2024-12, Vol.26 (51), p.11224-11229
Hauptverfasser: Tao, Qinyue, Zheng, Yanling, Li, Qiang, Long, Yang, Wang, Jing, Jin, Zewei, Zhou, Xiangge
Format: Artikel
Sprache:eng
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Zusammenfassung:Herein, an aerobic reconstruction of amines to amides via C­(sp3)–N bond and C­(sp2)–C­(sp3) bond cleavage is described. This method features a metal-free reaction, insensitivity to oxygen or moisture, and ambient air as the terminal oxidant. Preliminary mechanistic studies suggest that the reaction pathway of amine oxidation, followed by imine exchange and Beckmann rearrangement, is involved.
ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c04366