Direct ring fluorination of 3-substituted5-(1,3-dioxane) acetal isoxazoles: application to theformal synthesis of a bioactive fluorinated isoxazole
09/02/2024
Publication
By Lucas Bacheley
Gérard Guillamot
Phannarath Phansavath
Virginie Ratovelomanana-Vidal
The access to a novel variety of 4-fluorinated isoxazoles bearing an aryl or alkyl group at the C-3 position and an acetal fragment at the C-5 position has been achieved through a direct fluorination using N-fluorobenzenesulfonimide (NFSI) with yields up to 75%. This method was transposed to gram-scale and has been applied to the formal synthesis of a bioactive compound that increases CFTR (Cystic Fibrosis Transmembrane Conductance Regulator) activity.
