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Updated: Jul 13, 2026

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products
09:04

A Direct, Early Stage Guanidinylation Protocol for the Synthesis of Complex Aminoguanidine-containing Natural Products

Published on: September 9, 2016

The first urea azine molecule and its coordination to uranium in the first actinide guanidinate complexes

Claude Villiers1, Pierre Thuéry, Michel Ephritikhine

  • 1Service de Chimie Moléculaire, DSM, DRECAM, CNRS URA 331, Laboratoire Claude Fréjacques, CEA Saclay, Bâtiment 125, 91191, Gif-sur-Yvette, France. claude.villiers@cea.fr

Chemical Communications (Cambridge, England)
|July 5, 2007
PubMed

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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...
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Diazonium Group Substitution: –OH and –H

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