Polyfluoroaralkyl amines. Further studies on the reactivity of 4,5,6,7-tetrafluoroindole

Abstract
4,5,6,7-Tetrafluoroindole 1 undergoes electrophilic formylation and aminoalkylation at C-3 to give compounds that can be readily converted to a variety of products, including the skatole, tryptamine, and tryptophan. 1 reacts with ethyl diazoacetate to yield 4,5,6,7-tetrafluoroethyl-3-indole acetate. The Grignard reagent of 1 offers a direct route to the versatile substituted acetonitrile 10 via C-3 alkylation with chloroacetonitrile. Keywords: tetrafluoroindole, tetrafluorotryptamine, tetrafluoroindolyl magnesium bromide, tetrafluorotryptophan.

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