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Synthesis of 3‑Fluoroindoles via Photoredox Catalysis

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journal contribution
posted on 12.12.2016, 00:00 by Liubov I. Panferova, Vladimir O. Smirnov, Vitalij V. Levin, Vladimir A. Kokorekin, Marina I. Struchkova, Alexander D. Dilman
A method for the synthesis of 3-fluoroindoles from N-arylamines substituted with the CF2I group is described. The reaction is mediated by a ruthenium photocatalyst in the presence of a substoichiometric amount of triphenyl­phosphine upon irradiation with blue light. The starting N-arylamines are readily obtained by nucleophilic iodo­difluoro­methylation of iminium ions.