Chin. J. Org. Chem. ›› 2016, Vol. 36 ›› Issue (2): 364-369.DOI: 10.6023/cjoc201505041 Previous Articles     Next Articles



李鹏诚, 翁国栋, 张勇东, 张兴贤   

  1. 浙江工业大学药学院 杭州 310032
  • 收稿日期:2015-05-25 修回日期:2015-08-17 发布日期:2015-10-13
  • 通讯作者: 张兴贤
  • 基金资助:

    国家自然科学基金(Nos. 21372203,21272076)、国家大学生创新创业计划(No. 201310337007)和浙江省新苗人才计划(No. 2014R403021)资助项目

A Highly Efficient Paal-Knorr Synthesis of Chiral Pyrrole Derivatives Catalyzed by MgI2

Li Pengcheng, Weng Guodong, Zhang Yongdong, Zhang Xingxian   

  1. College of Pharmaceutical Sciences, Zhejiang University of Technology, Hangzhou 310032
  • Received:2015-05-25 Revised:2015-08-17 Published:2015-10-13
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21372203, 21272076), the National University Student Innovation Test Plan (No. 201310337007) and the Zhejiang Xinmiao Talent Projects (No. 2014R403021).

A novel methodology has been developed for the synthesis of N-substituted mono-pyrrole and bis-pyrrole derivatives with a chiral substituent at the nitrogen atom by MgI2-catalyzed Paal-Knorr condensation using esters of amino acids as the source of chirality. This method has some advantages such as mild reaction conditions, simple procedure, good yields, high stereoselectivity and environmental friendliness.

Key words: 2,5-hexadione, chiral amino acid esters, magnesium iodide, Paal-Knorr condensation, chiral pyrrole derivatives