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

R Filler, SM Woods, WL White

Index: Filler, Robert; Woods, Sarah M.; White, William L. Canadian Journal of Chemistry, 1989 , vol. 67, p. 1837 - 1841

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Citation Number: 9

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. Key words: ...