Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (3): 709-719.DOI: 10.6023/cjoc201808045 Previous Articles     Next Articles



张硕a, 赵宁a, 李庆刚a, 张嘉祺b, 侯梓桐a, 刘一帆a, 于一涛a, 彭丹a, 王峰a, 李冰a, 李金辉a   

  1. a 齐鲁工业大学(山东省科学院) 山东省科学院新材料研究所 山东省特种含硅新材料重点实验室 济南 250014;
    b 山东省实验中学 济南 250001
  • 收稿日期:2018-08-31 修回日期:2018-11-09 发布日期:2018-11-26
  • 通讯作者: 张硕, 彭丹;
  • 基金资助:


Scandium(III)-Catalyzed Aza-Michael Addition of in Situ Generated ortho-Quinone Methides with Amines: An Efficient Access to Betti Base Derivatives

Zhang Shuoa, Zhao Ninga, Li Qingganga, Zhang Jiaqib, Hou Zitonga, Liu Yifana, Yu Yitaoa, Peng Dana, Wang Fenga, Li Binga, Li Jinhuia   

  1. a Shandong Provincial Key Laboratory for Special Silicone-Containing Materials, Advanced Materials Institute, Qilu University of Technology(Shandong Academy of Sciences), Jinan 250014;
    b Shandong Experimental High School, Jinan 250001
  • Received:2018-08-31 Revised:2018-11-09 Published:2018-11-26
  • Contact: 10.6023/cjoc201808045;
  • Supported by:

    Project supported by the Shandong Provincial Natural Science Foundation (No. ZR2017BB033), the Youth Science Funds of Shandong Academy of Sciences (No. 2018QN0030) and the National Natural Science Foundation of China (No. 51503118).

o-Quinone derivatives are not only a variety of active and important intermediate, but also widely used in the synthesis of natural products and medicinal chemistry. In the present study, the Sc(Ⅲ) catalyzed aza-Michael addition to o-quinone methides by amines for the synthesis of Betti base derivatives was developed. The reaction was performed in a sealed tube at 90℃ for 4 h and the products were obtained in moderate to good yields (76%~96%).

Key words: o-quinone, Betti base, aza-Michael addtion, green chemistry