An Oxidant-Free Strategy for Indole Synthesis via Intramolecular C–C Bond Construction under Visible Light Irradiation: Cross-Coupling Hydrogen Evolution Reaction

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• 作者：Cheng-Juan Wu ; Qing-Yuan Meng ; Tao Lei ; Jian-Ji Zhong ; Wen-Qiang Liu ; Lei-Min Zhao ; Zhi-Jun Li ; Bin Chen ; Chen-Ho Tung ; Li-Zhu Wu
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：July 1, 2016
• 年：2016
• 卷：6
• 期：7
• 页码：4635-4639
• 全文大小：484K
• 年卷期：0
• ISSN：2155-5435

文摘

We describe here an oxidant-free strategy to synthesize indoles, i.e., under visible-light irradiation (λ = 450 nm), catalytic amounts of an iridium(III) photosensitizer and cobaloxime catalyst transform various N-aryl enamines exclusively into indoles. Our methodology affords indoles in good to excellent yields under mild reaction conditions and produces H₂ as the only byproduct. Spectroscopic and electrochemical studies verify that the designed system proceeds via visible-light-catalyzed oxidation of N-aryl enamines, followed by intramolecular radical addition to yield the indoles smoothly under ambient conditions.