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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.
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Sakamoto et al. (1987) studied this question.
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