Synthesis of Azomethine Imines Using an Intramolecular Alkyne Hydrohydrazination Approach
journal contributionposted on 2013-09-06, 00:00 authored by Ashley D. Hunt, Isabelle Dion, Nicolas Das Neves, Sandrine Taing, André M. Beauchemin
Azomethine imines can be accessed upon heating appropriate alkynylhydrazide precursors. This simple thermal hydroamination approach allows the formation of five- and six-membered dipoles in modest to excellent yields. The structure of the acyl group is important to minimize side reactions and allow the isolation of the azomethine imines by column chromatography.