ChemInform Abstract: Functionalization of the Alkoxy Group of Alkyl Aryl Ethers. Demethylation, Alkylthiolation and Reduction of 5-Methoxyindoles.
Abstract
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ChemInform Abstract
The behavior of two families of 5-methoxyindole derivatives (cf. (I), ( VI), resp.) towards aluminum halide-thiol reagent systems is studied in detail. It is shown that under appropriate experimental conditions selective demethylation, alkylthiolation or reduction reactions of methoxyindoles can be achieved. The latter two reactions have never been observed to the present with such reagent systems. Mechanistic suggestions explaining the demethylation, thioalkylation and reduction as successive steps are given.
