A General and Efficient Synthesis of 2-Pyridones, 2-Quinolinones, and 1-Isoquinolinones from Azine N-Oxides

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• 作者：Prof.  Dong Wang ; Junjie Zhao ; Yuxi Wang ; Jianyong Hu ; Linna Li ; Longfei Miao ; Hairong Feng ; Prof.  Laurent Dé ; saubry and Prof.  Peng Yu
• 刊名：Asian Journal of Organic Chemistry
• 出版年：2016
• 出版时间：December 2016
• 年：2016
• 卷：5
• 期：12
• 页码：1442-1446
• 全文大小：1050K
• ISSN：2193-5815

文摘

2-Pyridones, 2-quinolinones, and 1-isoquinolinones are critical building blocks in medicinal chemistry. These N-heterocycles, however, remain a challenge to synthesize by current methods. A mild, general, and efficient approach for the synthesis of these hydroxyl N-heteroarenes was developed by employing bromotripyrrolidinophosphonium hexafluorophosphate (PyBroP) as an activating agent and sodium acetate/water as the base/nucleophile combination. The reaction mechanism, especially the dual function of sodium acetate as the base and nucleophile, has been proposed on the basis of results from isotopic labeling experiments.