Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C–H Bonds
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- 作者：Kyle Clagg ; Haiyun Hou ; Adam B. Weinstein ; David Russell ; Shannon S. Stahl ; Stefan G. Koenig
- 刊名：Organic Letters
- 出版年：2016
- 出版时间：August 5, 2016
- 年：2016
- 卷：18
- 期：15
- 页码：3586-3589
- 全文大小：310K
- 年卷期：0
- ISSN：1523-7052
文摘
A direct oxidative C–H amination affording 1-acetyl indolecarboxylates starting from 2-acetamido-3-arylacrylates has been achieved. Indole-2-carboxylates can be targeted with a straightforward deacetylation of the initial reaction products. The C–H amination reaction is carried out using a catalytic Pd(II) source with oxygen as the terminal oxidant. The scope and application of this chemistry is demonstrated with good to high yields for numerous electron-rich and electron-poor substrates. Further reaction of selected products via Suzuki arylation and deacetylation provides access to highly functionalized indole structures.