ARTICLE

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

  • Zhang Xiaoxiang ,
  • Sun Xiaoping ,
  • Cui Xingli ,
  • Zhang Haifei
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  • College of Chemical Engineering, Jiangsu Key Laboratory of Biomass-based Green Fuels and Chemicals, Nanjing Forestry University, Nanjing 210037

Received date: 2015-01-30

  Revised date: 2015-03-23

  Online 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).

Abstract

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.

Cite this article

Zhang Xiaoxiang , Sun Xiaoping , Cui Xingli , Zhang Haifei . Gold-Catalyzed Tandem Reactions of 2-Alkynyl Arylazides: Efficient Access to 3-Alkynyl Indoles[J]. Chinese Journal of Organic Chemistry, 2015 , 35(8) : 1700 -1706 . DOI: 10.6023/cjoc201501045

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