Synthesis of Amides via the Amination of Aldehydes with Hydroxylamines Promoted by TBAF·3H2O

Synthesis of Amides via the Amination of Aldehydes with Hydroxylamines Promoted by TBAF·3H2O

A metal-free, mild, and efficient method for the synthesis of amides has been developed from the amination of aldehydes with hydroxylamines promoted by TBAF·3H2O in the presence of KOH. Control experiments showed that the nitrone was the intermediate of this amination. By this method, a series of am...

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Veröffentlicht in:Journal of organic chemistry 2024-06, Vol.89 (11), p.7579-7590
Hauptverfasser: Zhang, Huaiyuan, Xu, Nuo, Su, Botao, Zhang, Jingren, Zhang, Chongen, Zhang, Zhiyuan, Guo, Binbin, Xu, Shengjie, Wang, Shouwei, Tang, Rongping
Format: Artikel
Sprache:eng
Schlagworte:
amides
amination
organic chemistry
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Zusammenfassung:A metal-free, mild, and efficient method for the synthesis of amides has been developed from the amination of aldehydes with hydroxylamines promoted by TBAF·3H2O in the presence of KOH. Control experiments showed that the nitrone was the intermediate of this amination. By this method, a series of amides, biologically active compounds bebenil and a COX inhibitor were obtained in moderate to good yields.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c00246