Chapitre D'ouvrage Année : 2024

Deoxyfluorination of Aliphatic Alcohols

Résumé

The selective incorporation of fluoroalkyl motifs into complex organic molecules represents a significant challenge in fluorine chemistry. Among the various methods allowing the synthesis of alkyl fluorides, the deoxyfluorination of aliphatic alcohols remains one of the most practical, especially because substrates are readily available. This transformation has been popularized by the use of diethylaminosulfur trifluoride (DAST) and N,N-bis(2-methoxyethyl)aminosulfur trifluoride (Deoxo-Fluor) reagents. However, the safety and chemoselectivity issues related to these reagents have led to the development of innovative reagents and protocols to perform this key reaction. This review aims to highlight the recent progress made in the field of deoxyfluorination of aliphatic alcohols and to provide the reader with useful guidelines with a view to performing such a transformation.

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Dates et versions

hal-04894489 , version 1 (17-01-2025)

Identifiants

Citer

Antoine Joosten, Julien Brioche. Deoxyfluorination of Aliphatic Alcohols. Science of Synthesis: Modern Strategies in Organofluorine Chemistry, Georg Thieme Verlag KG, 2024, Science of Synthesis, 9783132458253. ⟨10.1055/b000000921⟩. ⟨hal-04894489⟩
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