Chin. J. Org. Chem. ›› 2019, Vol. 39 ›› Issue (9): 2560-2566.DOI: 10.6023/cjoc201901023 Previous Articles     Next Articles

ARTICLE

1,4-二氮杂双环[2.2.2]辛烷催化双环邻-氨基腈衍生物的合成

颜世强a,b, 董道青a, 解春文b, 王文笙b, 王祖利a   

  1. a 青岛农业大学化学与药学院 青岛 266109;
    b 山东达因海洋生物制药股份有限公司 威海 264300
  • 收稿日期:2019-01-17 修回日期:2019-04-20 出版日期:2019-09-25 发布日期:2019-04-26
  • 通讯作者: 王祖利 E-mail:wangzulichem@163.com
  • 基金资助:

    国家自然科学基金(Nos.81573340,21402103,21772107)、山东省自主创新及成果转化专项(No.2015ZDXX0302A02)及青岛农业大学高层次人才基金(No.631303)资助项目.

Synthesis of Bicyclic ortho-Aminocarbonitrile Derivatives Catalyzed by 1,4-Diazabicyclo[2.2.2]octane

Yan Shiqianga,b, Dong Daoqinga, Xie Chunwenb, Wang Wenshengb, Wang Zulia   

  1. a Qingdao Agricultural University, College of Chemistry and Pharmaceutical Sciences, Qingdao, 266109;
    b Shandong Dyne Marine Biopharmaceutical Co., Ltd., Weihai, 264300
  • Received:2019-01-17 Revised:2019-04-20 Online:2019-09-25 Published:2019-04-26
  • Contact: 10.6023/cjoc201901023 E-mail:wangzulichem@163.com
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 81573340, 21402103, 21772107), the Special Projects for Independent Innovation and Achievement Transformation of Shandong Province (No. 2015ZDXX0302A02) and the Research Fund of Qingdao Agricultural University Highlevel Person (No. 631303).

One-pot three-component reactions catalyzed by 1,4-diazabicyclo[2.2.2]octane (DABCO) for the synthesis of bicyclic ortho-aminocarbonitrile derivatives (21 examples, 68%~96%) have been developed. The reactions proceeded smoothly at room temperature and generated the corresponding products in short reaction time with high to excellent yields. Importantly, the desired products could be easily collected through simple filtration and washing with ethanol.

Key words: 1,4-diazabicyclo[2.2.2]octane (DABCO), multicomponent reaction, ortho-aminocarbonitrile derivatives, environmentally benign, ethanol