Visible Light Initiated Hantzsch Synthesis of 2,5-Diaryl-Substituted Pyrroles at Ambient Conditions

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• 作者：Tao Lei ; Wen-Qiang Liu ; Jian Li ; Mao-Yong Huang ; Bing Yang ; Qing-Yuan Meng ; Bin Chen ; Chen-Ho Tung ; Li-Zhu Wu
• 刊名：Organic Letters
• 出版年：2016
• 出版时间：May 20, 2016
• 年：2016
• 卷：18
• 期：10
• 页码：2479-2482
• 全文大小：369K
• 年卷期：0
• ISSN：1523-7052

文摘

Irradiation of a mixture of enamines and α-bromo ketones, with a catalytic amount of Ir(ppy)₃ by visible light (λ = 450 nm), enables the production of various 2,5-diaryl-substituted pyrroles in good to excellent yields. The key intermediates in this reaction have been identified as alkyl radicals, generated from single-electron transfer from the photoexcited Ir(ppy)₃* to α-bromo ketones, which subsequently react with a broad range of enamines to undergo the Hantzsch reaction rapidly at ambient conditions.