Nickel-Catalyzed, Aminoquinoline-Directed Chemo- and Regioselective Carboamination of Unactivated Olefins with Organoboronic Acids and Anthranils

A nickel-catalyzed three-component carboamination of unactivated alkenes with organoboronic acids and anthranils has been achieved for the expedient synthesis of δ-aryl and γ-amino acid derivatives. The 8-aminoquinoline (AQ) directing group is crucial for the success of the reaction, and anthranil s...

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Veröffentlicht in:Journal of organic chemistry 2024-10, Vol.89 (19), p.14151-14163
Hauptverfasser: Xie, Zhongke, Cui, Yushan, Xing, Jiale, Gao, Yang, Huo, Yanping, Li, Xianwei, Chen, Qian
Format: Artikel
Sprache:eng
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Zusammenfassung:A nickel-catalyzed three-component carboamination of unactivated alkenes with organoboronic acids and anthranils has been achieved for the expedient synthesis of δ-aryl and γ-amino acid derivatives. The 8-aminoquinoline (AQ) directing group is crucial for the success of the reaction, and anthranil serves as an arylnitrene precursor in this conversion. This method features mild reaction conditions, good chemo- and regioselectivity, and a broad substrate scope with good functional group tolerance.
ISSN:0022-3263
1520-6904
1520-6904
DOI:10.1021/acs.joc.4c01536