PhenoFluor^™ Deoxyfluorination Solution

The functional-group-tolerant, one-step conversion of phenols to aryl fluorides is a highly desirable process. PhenoFluor™ solution, an innovative reagent developed by Ritter and co-workers,¹ provides a straightforward method to fluorinate alcohol and phenols without preactivation and regioselectively fluorinate highly functionalized late-stage intermediates. In collaboration with Tobias Ritter, we now offer two convenient formulation of PhenoFluor™ solution that can be readily used outside of the glovebox.

General Reaction Scheme

PhenoFluor™ solution is a thermally stable deoxyfluorinating agent that delivers aryl fluorides from phenols in a one-step, high–yield, ipso substitution reaction. The method is operationally simple, regiospecific, scalable, and compatible with a variety of functional groups including amines, aldehydes, and heterocycles. More recently, it was reported that PhenoFluor™ solution can be used in a late-stage functionalization (LSF) strategy by deoxyfluorinating several natural products and drug-like molecules in a highly regioselective fashion.

Representative Substrate Scope

PhenoFluor is a trademark of SciFluor Life Sciences, LLC.

Sure/Seal is a trademark of Merck KGaA, Darmstadt, Germany and/or its affiliates.