Dow Global Technolgoies LLC

University of Michigan

Dow Agrosciences LLC

Corteva Agriscience LLC

Sydonie D Schimler

Douglas Bland

Melanie S Sanford

Patrick S Hanley

Megan A Cismesia

Yang Cheng

Sarah Ryan

Melanie Sanford

Disclosed is a fluorination method comprising providing an aryl fluorosulfonate and a fluorinating reagent to a reaction mixture; and reacting the aryl fluorosulfonate and the fluorinating reagent to provide a fluorinated aryl species. Also disclosed is a fluorination method comprising providing, a salt comprising a cation and an aryloxylate, and SOFto a reaction mixture; reacting the SOFand the ammonium salt to provide a fluorinated aryl species. Further disclosed a fluorination method comprising providing a compound having the structure Ar&#x2014;OH to a reaction mixture; where Ar is an aryl or heteroaryl; providing SOFto the reaction mixture; providing a fluorinating reagent to the reaction mixture; reacting the SOF, the fluorinating reagent and the compound having the structure Ar&#x2014;OH to provide a fluorinated aryl species having the structure Ar&#x2014;F.

Method for aromatic fluorination

Disclosed is a fluorination method comprising providing an aryl fluorosulfonate and a fluorinating reagent to a reaction mixture; and reacting the aryl fluorosulfonate and the fluorinating reagent to provide a fluorinated aryl species. Also disclosed is a fluorination method comprising providing, a salt comprising a cation and an aryloxylate, and SOFto a reaction mixture; reacting the SOFand the ammonium salt to provide a fluorinated aryl species. Further disclosed a fluorination method comprising providing a compound having the structure Ar&#x2014;OH to a reaction mixture; where A is an aryl or heteroaryl; providing SOFto the reaction mixture; providing a fluorinating reagent to the reaction mixture; reacting the SOF, the fluorinating reagent and the compound having the structure Ar&#x2014;OH to provide a fluorinated aryl species having the structure Ar&#x2014;F.

Disclosed are mild temperature (e.g., from 0 to 80&#xb0; C.) SAr fluorinations of a variety of halide and sulfonate substituted aryl and heteroaryl substrates using NMeF.

Process for fluorinating compounds

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Ann Arbor, MI, United States of America

Sydonie D Schimler