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Photocatalyzed Amination of Alkyl Halides to Access Primary Amines
Journal article   Open access   Peer reviewed

Photocatalyzed Amination of Alkyl Halides to Access Primary Amines

Lilian Geniller, Marc Taillefer, Florian Jaroschik and Alexis Prieto
Journal of Organic Chemistry, Vol.89(1), pp.656-664
07/12/2023
PMID: 38061988

Abstract

We demonstrate that oxime ester derivatives can be used as both a halogen atom transfer (XAT) agent and an imine source under photocatalytic conditions, allowing the radical amination of alkyl halides, resulting in the formation of a broad scope of imines. Hydrolysis of the latter gives direct access to the corresponding primary amines. Mechanistically, the reaction is believed to proceed through the formation of aryl radical intermediates, which are responsible for the activation of alkyl halides via XAT.
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