Pt(IV)-Catalyzed Hydroamination Triggered Cyclization: A Strategy to Fused Pyrrolo[1,2-a]quinoxalines, Indolo[1,2-a]quinoxalines, and Indolo[3,2-c]quinolines

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• 作者：Nitin T. Patil ; Rahul D. Kavthe ; Valmik S. Shinde ; Balasubramanian Sridhar
• 刊名：Journal of Organic Chemistry
• 出版年：2010
• 出版时间：May 21, 2010
• 年：2010
• 卷：75
• 期：10
• 页码：3371-3380
• 全文大小：982K
• 年卷期：v.75,no.10(May 21, 2010)
• ISSN：1520-6904

文摘

A PtCl₄-catalyzed hydroamination-triggered cyclization strategy to access biologically interesting N-containing heterocycles such as pyrrolo[1,2-a]quinoxalines, indolo[1,2-a]quinoxalines, and indolo[3,2-c]quinolines is described. The reaction makes use of aminoaromatics such as 1-(2-aminophenyl)pyrroles, N-(2-aminophenyl)indoles, 2-(2-aminophenyl)indoles, and alkynes having a tethered hydroxyl group. Mechanistically, the reaction is very appealing since it involves multiple catalytic cycles catalyzed by a single metal catalyst PtCl₄. We observed a remarkable enhancement of the rate when reactions were run under microwave-assisted conditions.