Elements of Regiocontrol in Palladium-Catalyzed Oxidative Arene Cross-Coupling

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• 作者：David R. Stuart ; Elisia Villemure ; Keith Fagnou
• 刊名：Journal of the American Chemical Society
• 出版年：2007
• 出版时间：October 10, 2007
• 年：2007
• 卷：129
• 期：40
• 页码：12072 - 12073
• 全文大小：100K
• 年卷期：v.129,no.40(October 10, 2007)
• ISSN：1520-5126

文摘

By changing the stoichiometric oxidant and modifying the indole N-substituent in palladium-catalyzed oxidative arene cross-coupling reactions, both C2 and C3 oxidative indole arylation can be achieved in high yield. High regioselectivity can also be achieved with the benzene component, and the use of this methodology with pyrrole substrates is illustrated. A mechanistic hypothesis for the change in C2/C3 selectivity is advanced.