Rapid Generation of P(V)–F Bonds Through the Use of Sulfone Iminium Fluoride Reagents
Author: Lucy P. Miller, James A. Vogel, Shiraz Harel, Jenna M. Krussman, and Patrick R. Melvin
Source: American Chemical Society, Org. Lett. 2023, 25, 11, 1834-1838, DOI: 10.1021/acs.orglett.3c00274, March 2023
Type of Publication: Article in a Periodical
Abstract: Phosphorus–fluorine bonds have become increasingly relevant in the pharmaceutical industry. To continue their exploration, more efficient synthetic methods are needed. Here, we report the application of sulfone iminium fluoride (SIF) reagents to the synthesis of P(V)–F bonds. The SIF reagents promote the deoxyfluorination of phosphinic acids in just 60 s with excellent yields and scope. The same P(V)–F products can also be synthesized from secondary phosphine oxides using an SIF reagent.