Synthesis of 6-Substituted 6H-Indolo[2,3-b]quinolines from Isoindigos

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• 作者：Ling Fan ; Meilin Liu ; Yu Ye ; Guodong Yin
• 刊名：Organic Letters
• 出版年：2017
• 出版时间：January 6, 2017
• 年：2017
• 卷：19
• 期：1
• 页码：186-189
• 全文大小：432K
• ISSN：1523-7052

文摘

A facile approach to 6-aryl/alkyl substituted 6H-indolo[2,3-b]quinolines from mono-N-substituted isoindigo derivatives in the presence of SnCl₂·2H₂O in acid media is described. Pyrrole and pyridine rings are synchronously constructed in one pot for these tetracyclic molecules. A plausible reduction/hydrolysis/decarboxylation/cyclization/aromatization domino reaction mechanism is proposed. Bis-N-substituted isoindigo only gives the corresponding reduction product, 3,3′-bioxindole.