Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (9): 1857-1863.DOI: 10.6023/cjoc201403062 Previous Articles     Next Articles

金催化炔烃与1,4-二氧六环的开环加成反应研究

鄢东, 吴超, 易卫国   

  1. 湖南化工职业技术学院, 株洲 412004
  • 收稿日期:2014-03-28 修回日期:2014-04-20 发布日期:2014-05-06
  • 通讯作者: 易卫国 E-mail:wgyi_hunan@126.com
  • 基金资助:

    湖南省科技厅基金(No. 2012FJ3039)和湖南省教育厅科学研究(No. 13C236)资助项目.

Gold-Catalyzed Alkynes Ring-Opening Addition Reaction with Dioxane

Yan Dong, Wu Chao, Yi Weiguo   

  1. Hunan Chemical Vocational Technology College, Zhuzhou 412004
  • Received:2014-03-28 Revised:2014-04-20 Published:2014-05-06
  • Supported by:

    Project supported by the Department of Science and Technology Foundation of Hunan Province (No. 2012FJ3039) and the Scientific Research Fund of Hunan Provincial Education Department (No. 13C236).

A simple and efficient method for the ring-opening addition reaction of terminal alkyne with dioxane catalyzed by XphosAuCl/AgNTf2 was developed in presence of 8-ethylquinoline-N-oxide and methanesulfonic acid. A series of carbonylethoxy ethyl methanesulfonates were synthesized in good yield. The high atom economy, mild reaction system and a wide range of tolerated substrates make the reaction very practical.

Key words: gold catalyst, alkyne, ring-opening reaction, α-oxo gold carbene