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Updated: May 31, 2025

Light-driven Enzymatic Decarboxylation
Published on: May 22, 2016
Metal-Free Multicatalytic Decarbonylation of Aldehydes Driven by Light
Augustin Nouaille1, Francesco Terzani1, Yara Fakih1
1Université Paris-Saclay, UVSQ, CNRS UMR 8180, Institut Lavoisier de Versailles, 45 avenue des Etats-Unis, 78035, Versailles Cedex, France.
Abstract:
A metal-free dual photo- and organocatalytic decarbonylation of aliphatic aldehydes is described for the first time. On the one hand, a wide range of tertiary aldehydes are smoothly decarbonylated thanks to the combination of thioxanthone as photocatalyst and diphenyl disulfide as organocatalyst. On the other hand, by simply using 4-CzIPN as photocatalyst instead of thioxanthone, various secondary aldehydes readily undergo decarbonylation in an orthogonal manner, via the in situ formation of 1,4-dihydropyridines. Both methodologies are compatible with various functional groups and are readily applied to the decarbonylation of complex molecules.
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