On Aromatic Electrophilic Substitution Promoted by In Situ Generated Thionium Ions (original) (raw)

Synthesis, 2013

Abstract

ABSTRACT alpha-Sulfanylated alpha-arylacetates and -thioacetates were prepared via ethylthiomethylation reaction of aromatic compounds. These aromatic electrophilic substitutions were performed by in situ generation of the thionium ions by reacting trifluoroacetic anhydride and S-ethyl 2-(ethylsulfinyl)ethanethioate or ethyl 2-(ethylsulfinyl) acetate in the presence of Lewis acids. Some mechanistic features of these ethylthiomethylation reactions are also presented.

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