有机化学 ›› 2015, Vol. 35 ›› Issue (7): 1469-1474.DOI: 10.6023/cjoc201501020 上一篇    下一篇

研究论文

金催化2-炔基芳基叠氮与羧酸串联反应合成3-吲哚酯

张小祥a, 孙小萍a, 张海飞a, 崔杏丽a, 马猛涛b   

  1. a 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;
    b 南京林业大学理学院 南京 210037
  • 收稿日期:2015-01-15 修回日期:2015-03-17 出版日期:2015-07-25 发布日期:2015-03-24
  • 通讯作者: 张小祥 E-mail:s070038@hotmail.com
  • 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)、江苏高校优势学科建设工程(PAPD)和国家自然科学基金(No. 21372117)资助项目.

Gold-Catalyzed Tandem Reactions of 2-Alkynyl Arylazides and Carboxylic Acids for the Synthesis of 1H-Indol-3-yl Esters

Zhang Xiaoxianga, Sun Xiaopinga, Zhang Haifeia, Cui Xinglia, Ma Mengtaob   

  1. a College of Chemical Engineering, Jiangsu Key Laboratory of Biomass-based Green Fuels and Chemicals, Nanjing Forestry University, Nanjing 210037;
    b College of Science, Nanjing Forestry University, Nanjing 210037
  • Received:2015-01-15 Revised:2015-03-17 Online:2015-07-25 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), the Project Fund from the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD) and the National Natural Science Foundation of China (No. 21372117).

3-吲哚酯是一类十分重要的吲哚衍生物, 存在于大量生物活性化合物或者天然产物中. 通过金催化2-炔基芳基叠氮化合物产生金卡宾后被羧酸捕捉, 有效合成了3-吲哚酯. 作者在进行了大量的底物普适性测试后, 提供了一种非常简单适用的3-吲哚酯合成方法.

关键词: 2-炔基芳基叠氮, 串联反应, 羧酸, 3-吲哚酯

1H-Indol-3-yl acetates are very important indole derivatives, which can be found in many bioactive compounds and natural products. In this work, 1H-indol-3-yl acetates were efficiently prepared via α-imino gold carbenes generated by gold-catalyzed reactions of 2-alkynyl arylazides. A very simple and general method for the synthesis of 1H-indol-3-yl acetates was provided after examining the substrates scope.

Key words: 2-alkynyl arylazides, tandem reactions, carboxylic acids, 1H-indol-3-yl esters