A method for the synthesis of 3-fluoroindoles from N-arylamines substituted with the CFI 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.
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Synthesis of 3-Fluoroindoles via Photoredox Catalysis.
J Org Chem
January 2017
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , Leninsky prosp. 47, 119991 Moscow, Russian Federation.
A method for the synthesis of 3-fluoroindoles from N-arylamines substituted with the CFI 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.
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