Working Paper
Authors
- Amiera Madani Max-Planck-Institute of Colloids and Interfaces & Freie Universität Berlin ,
- Lucia Anghileri Max-Planck-Institute of Colloids and Interfaces & Freie Universität Berlin ,
- Matthias Heydenreich University of Potsdam ,
- Heiko M. Möller University of Potsdam ,
- Bartholomäus Pieber
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Max-Planck-Institute of Colloids and Interfaces
Abstract
We present a divergent radical strategy for the fluorination of phenylacetic acid derivatives through N–F bond activation of Selectfluor® with 4-(dimethylamino)pyridine. Comprehensive reaction investigation revealed the critical role of reaction media on selectivity. In presence of water, decarboxylative fluorination through a single electron oxidation is dominant. Non-aqueous conditions result in the clean formation of α-fluoro-α-arylcarboxylic acids through hydrogen atom transfer.
Content
Supplementary material
Supporting Info
Experimental procedures and characterization of compounds
