Defluorinative phosphorylation of perfluoroalkyl ketones: synthesis of fluoroalkylated and phosphorylated furan derivatives

Abstract

Efficient synthesis of fluoroalkylated tri(hetero)arylphosphine oxides from perfluoroalkyl ketones and phosphine oxides or phosphonates has been achieved via successive C(sp³)–F bond activation under mild reaction conditions. This approach involving new C(sp²)–P/C(sp²)–O bond formation and fluoroalkylated heterocycle construction distinguishes itself by its broad substrate scope and synthetic simplicity. Moreover, tri(hetero)arylphosphines could also be prepared in high yields by further reductive transformation.