Palladium-Catalyzed Synthesis of Aryl and Heteroaryl Difluoromethylated Phosphonates

Maria V. Ivanova (1) , Tatiana Besset (1) , Xavier Pannecoucke (1) , Thomas Poisson (1)

1 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse

We report the palladium-catalyzed introduction of the di­fluoromethylposphonate unit onto aryl and heteroaryl iodides under mild conditions. Using the CuCF2PO(OEt)2 species generated in situ, the method allows the functionalization of various otherwise reluctant substrates. In addition, this reaction permits the formation of CF2PO(OEt)2-containing heterocycles, an important class of compounds. This process broadens the current toolbox of methods available to construct CF2PO(OEt)2-containing molecules.

Mots clés: Palladium; Fluorine; Copper; Phosphate mimic; Synthetic method

Domaines: Chimie

Maria V. Ivanova, Tatiana Besset, Xavier Pannecoucke, Thomas Poisson. Palladium-Catalyzed Synthesis of Aryl and Heteroaryl Difluoromethylated Phosphonates. Synthesis: Journal of Synthetic Organic Chemistry, 2018, 50 (4), pp.778-784. ⟨10.1055/s-0036-1589140⟩. ⟨hal-02024507⟩