Gold-Catalyzed Formal [3 + 3] and [4 + 2] Cycloaddition Reactions of Nitrosobenzenes with Alkenylgold Carbenoids

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• 作者：Vinayak Vishnu Pagar ; Appaso Mahadev Jadhav ; Rai-Shung Liu
• 刊名：Journal of the American Chemical Society
• 出版年：2011
• 出版时间：December 28, 2011
• 年：2011
• 卷：133
• 期：51
• 页码：20728-20731
• 全文大小：367K
• 年卷期：v.133,no.51(December 28, 2011)
• ISSN：1520-5126

文摘

We report two new formal cycloaddition reactions between nitrosobenzenes and alkenylgold carbenoids. We obtained quinoline oxides 3 in satisfactory yields from the gold-catalyzed [3 + 3]-cycloadditions between nitrosobenzenes and alkenyldiazo esters 1. For propargyl esters 5, its resulting gold carbenes react with nitrosobenzene to give alkenylimine 8, followed by a [4 + 2]-cycloaddition with nitrosobenzene.