A Novel One-Pot Approach of Hexahydropyrrolo[2,3-b]indole Nucleus by a cascade addition/cyclization strategy: Synthesis of (±)-Esermethole

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• 作者：Simone Lucarini ; Francesca Bartoccini ; Flavia Battistoni ; Giuseppe Diamantini ; Giovanni Piersanti ; Marika Righi ; Gilberto Spadoni
• 刊名：Organic Letters
• 出版年：2010
• 出版时间：September 3, 2010
• 年：2010
• 卷：12
• 期：17
• 页码：3844-3847
• 全文大小：206K
• 年卷期：v.12,no.17(September 3, 2010)
• ISSN：1523-7052

文摘

A practical and efficient synthesis of 3-substituted hexahydropyrrolo[2,3-b]indole is described. The addition/cyclization of 3-substituted indoles with α,β-dehydroamino esters in the presence of a Lewis acid provides hexahydropyrrolo[2,3-b]indole adducts in good yields and stereoselectivities. This approach has been applied to the concise synthesis of esermethole employing an appropriately substituted indole and an N-acyl dehydroamino ester.