Condensed heteroaromatic ring systems. XII. Synthesis of indole derivatives from ethyl 2-bromocarbanilates.

T SAKAMOTO, Y KONDO, S IWASHITA…

Index: Sakamoto, Takao; Kondo, Yoshinori; Iwashita, Shigeki; Yamanaka, Hiroshi Chemical & Pharmaceutical Bulletin, 1987 , vol. 35, # 5 p. 1823 - 1828

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Citation Number: 48

Abstract

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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