An Electrophilic Reagent for the Direct Introduction of the SCF2PO(OEt)2Group to Molecules

Heng-Ying Xiong (1) , Alexandre Bayle (1) , Xavier Pannecoucke (1) , Tatiana Besset (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

An unprecedented electrophilic difluoromethylthiolating reagent (MesNHSCF2PO(OEt)2) was designed. Under mild and metal‐free conditions, this new reagent reacted with various nucleophiles, thus offering an efficient and operationally simple tool for the construction of C−SCF2PO(OR)2, N−SCF2PO(OR)2, and S−SCF2PO(OR)2 bonds. Finally, thanks to this new methodology, the synthesis of the non‐stereoidal anti‐inflammatory diflumidone was achieved.

Domaines: Chimie

Heng-Ying Xiong, Alexandre Bayle, Xavier Pannecoucke, Tatiana Besset. An Electrophilic Reagent for the Direct Introduction of the SCF2PO(OEt)2Group to Molecules. Angewandte Chemie International Edition, 2016, 55 (43), pp.13490-13494. ⟨10.1002/anie.201607231⟩. ⟨hal-02046245⟩