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Pierre Mathey1, Quentin Sobczak1, Ali Darvish1

  • 1Département de Chimie and Centre de Recherche sur les Matériaux Avancés (CERMA), Université Laval, 1045 Ave de la Médecine, Québec, Canada G1V 0A6. jean-francois.morin@chm.ulaval.ca.

Chemical Communications (Cambridge, England)
|April 15, 2024
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Preparation of 1° Amines: Azide Synthesis01:22

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Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...