Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (12): 3550-3559.DOI: 10.6023/cjoc201905009 Previous Articles     Next Articles


杨敏荣, 朱亚楠, 徐凡   

  1. 苏州大学材料与化学化工学部 苏州 215123
  • 收稿日期:2019-05-06 修回日期:2019-07-21 发布日期:2019-08-07
  • 通讯作者: 徐凡
  • 基金资助:

Cationic Aluminum Complex Catalyzed Synthesis of 2,8-Dioxabicyclo[3.3.1]nonanes

Yang Minrong, Zhu Ya'nan, Xu Fan   

  1. College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123
  • Received:2019-05-06 Revised:2019-07-21 Published:2019-08-07
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21272168) and the Natural Science Foundation of the Jiangsu Higher Education Institutions of China (No. 18KJA150007).

2,8-Dioxabicyclo[3.3.1]nonane exists in many natural biologically active materials. Cationic aluminum complex[AlCl(CH3CN)5]2+[(AlCl4)2]2-·CH3CN can be easily prepared via the reaction of AlCl3 with CH3CN at room temperature. It served as efficient catalyst for the tandem Friedel-Crafts alkylation/ketalization reaction of 2-hydroxychalcones with naphthols to produce diaryl-fused 2,8-dioxabicyclo[3.3.1]nonanes in moderate to high yields. This method provides a practical process to afford this type of biologically important compounds in good yields using easily available and inexpensive catalyst.

Key words: cationic aluminum complex, Lewis acid, catalysis, 2,8-dioxabicyclo[3.3.1]nonane, synthesis