The palladium-catalyzed reaction of ethyl 2-bromocarbanilate with trimethylsilylacetylene yielded ethyl 2-(trimethylsilylethynyl)carbanilate, which was treated with sodium ethoxide to give indole. The carbanilates having a methyl or a bromo substituent were similarly transformed to corresponding indole derivatives. Furthermore, pyrrolo[3, 2-b]- and pyrrolo[3, 2-c]pyridines were synthesized by this method.
- ethyl 2-(trimethylsilylethynyl)carbanilate
- ethyl 2-halocarbanilate
- ethyl 2-halopyridinecarbamate
- ethyl o-(trimethylsilylethynyl)pyridinecarbamate
- palladium-catalyzed reaction
ASJC Scopus subject areas
- Drug Discovery