A Mild Synthetic Protocol for Conversion of Aldehydes to Nitriles Using a Copper Catalyst and LiHMDS as the Nitrogen Source

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Abstract
Interconversion of functional groups in organic chemistry is a key task. Here we have developed an oxidative transformation of aldehydes to nitriles using lithium bis(trimethylsilyl)amide as a nitrogen source and copper iodide as an inexpensive catalyst under aerobic and ligand free conditions. The reaction proceeds in 23-98% yield (median of 78%), tolerating various functional groups (22 examples). Furthermore, the reaction was easily scaled to 25 mmol (3.2 g of nitrile product), potentially making it relevant for industry applications.
Funding Information
  • Novo Nordisk Fonden (0095623)

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