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A Continuous-Flow Protocol for Light-Induced Benzylic Fluorinations

2014; American Chemical Society; Volume: 79; Issue: 17 Linguagem: Inglês

10.1021/jo5016757

1520-6904

David Cantillo, Óscar de Frutos, Juan A. Rincón, Carlos Mateos, C. Oliver Kappe,

Radical Photochemical Reactions

A continuous-flow protocol for the light-induced fluorination of benzylic compounds is presented. The procedure uses Selectfluor as the fluorine source and xanthone as an inexpensive and commercially available photoorganocatalyst. The flow photoreactor is based on transparent fluorinated ethylene propylene tubing and a household compact fluorescent lamp. The combination of xanthone with black-light irradiation results in very efficient fluorination. Good to excellent isolated yields were obtained for a variety of substrates bearing different functional groups applying residence times below 30 min.