Year: 2025
Type: preprint
Abstract: Most practical fluorination reagents deliver a fluorine atom either as a nucleophile (F–) or as an electrophile (F+). In contrast, bench-stable radical fluorine (F•) reagents are relatively less common and the vast majority of ‘radical fluorinations’ involve reactions of carbon-centered radicals with electrophilic fluorination reagents. Here, we disclose that silver (II) fluoride (AgF2) in acetonitrile is a mild source of F• that can be leveraged for the synthesis of a variety of high-value organofluorine compounds from abundantly available reactants such as alkanes, alkenes, and carboxylic acids, as well as from pharmaceutically relevant heterocycles such as indoles and benzofurans. This platform technology obviates the need for expensive catalysts and fluorinating reagents that are typically necessary to accomplish these transformations and relies on the use of AgF2 in acetonitrile as the sole reagent under mild conditions.
Source: ChemRxiv
Authors: Jennifer Hirschi, Mathew Vetticatt, Sudip Maji, Suchand Basuli, Subhrashis Banerjee, Deepak Pradhan
Institution: Binghamton University
Language: English
Subfield: Pharmaceutical Science
Domain: Life Sciences
Open Access status: green
Awards: G1453181110, G1555197637, G1787346651, Track 4: Advanced CI Coordination Ecosystem: Monitoring and Measurement Services, G338811424, G34258105, G3562386289, Track 1: ACCESS Resource Allocations Marketplace and Platform Services (RAMPS), G4010157413, G4275568664, Track 3: COre National Ecosystem for CyberinfrasTructure (CONECT), G5156331529, G5367127336, G5464919783, G7526614437, G7916508619, Track 2: Customized Multi-tier Assistance, Training, and Computational Help (MATCH) for End User ACCESS to CI, G8323970022, G8499740153, 400 MHz NMR Spectrometer for Regional NMR Facility, G8994211811, Mechanistic Studies at the Frontiers of Catalysis, Mechanistic Investigation into Modern Catalytic Reactions
OpenAlex ID: W4411842450