Fused Ring Construction around Pyrrole, Indole, and Related Compounds via Palladium-Catalyzed Oxidative Coupling with Alkynes
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- 作者：Mana Yamashita ; Hakaru Horiguchi ; Koji Hirano ; Tetsuya Satoh ; Masahiro Miura
- 刊名：Journal of Organic Chemistry
- 出版年：2009
- 出版时间：October 2, 2009
- 年：2009
- 卷：74
- 期：19
- 页码：7481-7488
- 全文大小：897K
- 年卷期：v.74,no.19(October 2, 2009)
- ISSN：1520-6904
文摘
The selective synthesis of 1,2,3,4-tetrasubstituted carbazoles can be performed effectively through the palladium-catalyzed oxidative coupling reactions of N-substituted indoles or their carboxylic acid derivatives with alkynes. Unsymmetrically octasubstituted carbazoles can also be obtained by the stepwise couplings of 1-methylpyrrole-2-carboxylic acid with two different alkynes. In addition, the present coupling procedure is applicable to the synthesis of other various heteroarenes possessing di-, tri-, and tetracyclic cores. Some of the products exhibit intense fluorescence in the solid state.