Synthesis of 3-Alkoxyindoles via Palladium-Catalyzed Intramolecular Cyclization of N-Alkyl ortho-Siloxyallylanilines

Abstract

Palladium-catalyzed intramolecular cyclization of N-alkyl-ortho-siloxyallylaniline leads to the synthesis of N-alkyl-3-siloxy-indoles. Treatment of the latter with fluoride followed by in situ trapping of the resulting alkoxides with various alkyl halides gives the corresponding N-alkyl-3-alkoxyindoles.