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Palladium-Catalyzed, Modular Synthesis of Highly Functionalized Indoles and Tryptophans by Direct Annulation of Substituted o-Haloanilines and Aldehydes

Yanxing Jia and Jieping Zhu*

*Institut de Chimie des Substances Naturelles, CNRS, 91198 Gif-sur-Yvette Cedex, France, Email: zhuicsn.cnrs-gif.fr

Y. Jia, J. Zhu, J. Org. Chem., 2006, 71, 7826-7834.

DOI: 10.1021/jo061471s


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Abstract

One-pot synthesis of indoles by a palladium-catalyzed annulation of ortho-iodoanilines and aldehydes is realized under mild ligandless conditions, whereas X-Phos is found to be the ligand of choice for coupling reactions involving ortho-chloroanilines/ortho-bromoanilines and aldehydes.

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Key Words

Indoles


ID: J42-Y2006-3020