Synthesis of Azepines by a Gold-Catalyzed Intermolecular [4 + 3]-Annulation

详细信息    查看全文

• 作者：Nathan D. Shapiro ; F. Dean Toste
• 刊名：Journal of the American Chemical Society
• 出版年：2008
• 出版时间：July 23, 2008
• 年：2008
• 卷：130
• 期：29
• 页码：9244 - 9245
• 全文大小：116K
• 年卷期：v.130,no.29(July 23, 2008)
• ISSN：1520-5126

文摘

A convenient gold(III)-catalyzed synthesis of azepines from the intermolecular annulation of propargyl esters and α,β-unsaturated imines is reported (19 examples, 55−95% yield). This formal [4 + 3]-cycloaddition reaction is proposed to proceed via a stepwise process involving intramolecular trapping of an allyl−gold intermediate.