Abstract
Promotional effect of ionic liquids in electrophilic fluorination of phenols
Highlights
Fluorinated phenol units are frequently encountered in both biologically active[1,2,3,4] and functional organic molecules.[5,6] Fluoronaphthols are key intermediates for the synthesis of duloxetine metabolites.[7]
As a part of our program aimed at exploring the potential use of a stoichiometric amount of ionic liquid we have tried to use similar catalytic strategy for fluorination of phenol, 1‐naphthol and resorcinol in various solvents
We present details of the positive effect of ionic liquids (IL) additives on the electrophilic fluorination of phenols with SelectfluorTM focusing on the role of ionic species in reactions
Summary
Fluorinated phenol units are frequently encountered in both biologically active[1,2,3,4] and functional organic molecules.[5,6] Fluoronaphthols are key intermediates for the synthesis of duloxetine metabolites.[7]. As a part of our program aimed at exploring the potential use of a stoichiometric amount of ionic liquid we have tried to use similar catalytic strategy for fluorination of phenol, 1‐naphthol and resorcinol in various solvents. The fluorination of phenol (1) and 1‐naphthol (2) with F‐TEDA‐BF4 was carried out in various solvents in the presence of a small amount of 1‐butyl‐3‐methylimidazolium ionic liquids ([Bmim][Y]).
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