Catalyst-free C-N bond formation under biocompatible reaction conditions

A C-N bond formation reaction under biocompatible conditions for the amination of allenic ketone compounds to access a diversity of β-keto enamines is developed. This reaction is atom economical, green, and highly regioselective and works well with many structurally important amines such as amino su...

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Veröffentlicht in:Green chemistry : an international journal and green chemistry resource : GC 2022-04, Vol.24 (8), p.3321-3325
Hauptverfasser: Goh, Jeffrey, Ong, Seng Kheong, Tan, Yan Sheng, Loh, Teck-Peng
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Sprache:eng
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Zusammenfassung:A C-N bond formation reaction under biocompatible conditions for the amination of allenic ketone compounds to access a diversity of β-keto enamines is developed. This reaction is atom economical, green, and highly regioselective and works well with many structurally important amines such as amino sugar and amino acid esters or peptides. A wide array of β-keto enamines was obtained in modest to excellent yields with wide functional group tolerance using this protocol. A gram-scale synthesis of an anti-microbial agent was also realized using this strategy under green reaction conditions. A C-N bond formation reaction under benign conditions for the amination of allenic ketones to access enaminones is reported. This reaction is atom economical, green, highly regioselective and works well with many structurally crucial amines.
ISSN:1463-9262
1463-9270
DOI:10.1039/d2gc00027j