Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (8): 1700-1706.DOI: 10.6023/cjoc201501045 Previous Articles     Next Articles



张小祥, 孙小萍, 崔杏丽, 张海飞   

  1. 南京林业大学化工学院 江苏省生物质绿色燃料与化学品重点实验室 南京 210037
  • 收稿日期:2015-01-30 修回日期:2015-03-23 发布日期:2015-03-24
  • 通讯作者: 张小祥
  • 基金资助:

    国家自然科学青年基金(No. 21302096)、江苏省自然科学青年基金(No. BK20130962)和江苏高校优势学科建设工程(PAPD)资助项目.

Gold-Catalyzed Tandem Reactions of 2-Alkynyl Arylazides: Efficient Access to 3-Alkynyl Indoles

Zhang Xiaoxiang, Sun Xiaoping, Cui Xingli, Zhang Haifei   

  1. College of Chemical Engineering, Jiangsu Key Laboratory of Biomass-based Green Fuels and Chemicals, Nanjing Forestry University, Nanjing 210037
  • Received:2015-01-30 Revised:2015-03-23 Published:2015-03-24
  • Supported by:

    Project supported by the Young National Natural Science Foundation of China (No. 21302096), the Young Natural Science Foundation of Jiangsu Province (No. BK20130962) and the Project Fund from the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).

3-Alkynyl indoles were efficiently prepared through trapping of α-imine gold carbenes by alkynes, generated by gold-catalyzed tandem reactions of 2-alkynyl arylazides. The desired products were afforded up to 94% yield at 60 ℃ with 2 mol% JohnPhosAuCl as catalyst. A very simple and general synthetic method for the efficient synthesis of 3-alkynyl indoles was provided.

Key words: α-imino gold carbene, tandem reaction, alkyne, 3-alkynyl indole