A Continuous-Flow Protocol for Light-Induced Benzylic Fluorinations
David Cantillo, Oscar de Frutos, Juan A. Rincón, Carlos Mateos and C. Oliver Kappe*
*Institute of Chemistry, University of Graz,
Heinrichstrasse 28, A-8010 Graz, Austria, Email: oliver.kappe
uni-graz.at
D. Cantillo, O. de Frutos, J. A. Rincón, C. Mateos, C. O. Kappe, J. Org. Chem., 2014, 79, 8486-8490.
DOI: 10.1021/jo5016757
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Abstract
A continuous-flow protocol for the light-induced fluorination of benzylic compounds in very good isolated yields in residence times below 30 min 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 with black-light irradiation.
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Key Words
benzyl fluorides, Selectfluor, organocatalysis, flow chemistry
ID: J42-Y2014
