H8-BINOL Chiral Imidodiphosphoric Acids Catalyzed Enantioselective Synthesis of Dihydroindolo-/-pyrrolo[1,2-a]quinoxalines

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• 作者：Yan-Sen Fan ; Yi-Jun Jiang ; Dong An ; Di Sha ; Jon C. Antilla ; Suoqin Zhang
• 刊名：Organic Letters
• 出版年：2014
• 出版时间：December 5, 2014
• 年：2014
• 卷：16
• 期：23
• 页码：6112-6115
• 全文大小：362K
• ISSN：1523-7052

文摘

The first enantioselective synthesis of 5,6-dihydroindolo[1,2-a]quinoxalines is achieved by using a newly developed H₈-BINOL-type imidodiphosphoric acid catalyst with low catalyst loading through efficient Pictet鈥揝pengler-type reactions of indolyl anilines with ketones. This methodology also generates phenyl-4,5-dihydropyrrolo[1,2-a]quinoxalines with high yields and excellent enantioselectivities. Moreover, this method was utilized to synthesize an HIV-1 inhibitor with high yield and good enantioselectivity through a one-step procedure.