A Cycloisomerization/Friedel鈥揅rafts Alkylation Strategy for the Synthesis of Pyrano[3,4-b]indoles

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• 作者：Matthew R. Medeiros ; Scott E. Schaus ; John A. Porco ; Jr.
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：August 5, 2011
• 年：2011
• 卷：13
• 期：15
• 页码：4012-4015
• 全文大小：766K
• 年卷期：v.13,no.15(August 5, 2011)
• ISSN：1523-7052

文摘

The synthesis of pyrano[3,4-b]indoles is described. The reaction sequence involves Sonogashira coupling of dihydropyran propargyl ether scaffolds with iodoanilines to afford intermediate indoles. Lewis acid-catalyzed ionization of the dihydropyrans, followed by intramolecular C3 alkylation of the indole, provides the title compounds.