A versatile and fast photocatalyzed deoxygenation of organic N-oxides with a rhenium complex in the presence of H$_2$O - Publications de l'UMR 3685 NIMBE
Pré-Publication, Document De Travail Année : 2024

A versatile and fast photocatalyzed deoxygenation of organic N-oxides with a rhenium complex in the presence of H$_2$O

Résumé

The oxidation of N-heterocycles is key to their functionalization since it enhances their reactivity in the ortho position. However, an efficient post-reduction is often required to access the targeted compound. Here, a rhenium-based photocatalyst enables the versatile and fast deoxygenation of N-heterocyclic and alkyl N-oxides, avoiding sacrificial oxophilic reagents. The strong influ-ence of the reaction conditions (solvent, H2O as additive, irradiation set-up) is demonstrated. The system shows a high functional group tolerance towards other reducible functions (free alcohol, carboxylic acid, ester, nitrile, halogen,…) and light-sensitive N-heterocycles.

Domaines

Chimie organique
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Dates et versions

hal-04751432 , version 1 (24-10-2024)

Identifiants

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Nicolas Joly, Marianne Kjellberg, Alexis Bouchet, Emmanuel Nicolas, Thibault Cantat, et al.. A versatile and fast photocatalyzed deoxygenation of organic N-oxides with a rhenium complex in the presence of H$_2$O. 2024. ⟨hal-04751432⟩
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