有机化学 ›› 2010, Vol. 30 ›› Issue (07): 1080-1083. 上一篇    下一篇

研究简报

新型吡咯类衍生物的合成

韩富根,卢叶,姬小明,赵铭钦*,张晓蕴,刘云   

  1. (河南农业大学烟草学院 郑州 450052)
  • 收稿日期:2009-09-21 修回日期:2009-12-21 发布日期:2010-02-23
  • 通讯作者: 赵铭钦 E-mail:mqzhao999@tom.com

Synthesis of Pyrrole Derivatives

HAN Fu-Gen, LU Ye, JI Xiao-Ming, ZHAO Ming-Qin, ZHANG Xiao-Yun, LIU Yun   

  1. (College of Tobacco Science, Henan Agricultural University, Zhengzhou 450052)
  • Received:2009-09-21 Revised:2009-12-21 Published:2010-02-23

2,5-己二酮和胺(氨基硫脲、硫脲、苯胺、氨基酸)经过Paal-Knorr反应合成6个2,5-二甲基-N-取代吡咯衍生物; 分别以新合成的N-吡咯甘氨酸、N-苯基吡咯化合物为原料, 进行酯化反应和Mannich, Friedel-Craft反应, 合成3个N-(2,5-二甲基吡咯)甘氨酸酯类化合物和2个N-苯基-2,5-二甲基吡咯衍生物. 所有化合物都通过IR, H NMR, C NMR, HRMS波谱方法对其结构进行了确证.

关键词: 己二酮, Paal-Knorr反应, 吡咯, 合成

Acetonylacetone was treated with amine (aminothiourea, thiourea, aniline, amino acid) to give six 2,5-dimethyl-N-substitute derivatives by Paal-Knorr reaction. Using the new N-pyrrole glycin and N-phenyl pyrrole compounds as materials, three N-(2,5-dimethyl pyrrole) glycin esters and two N-phenyl-2,5-dimethyl pyrrole derivatives were obtained via esterification reaction and Mannich, Friedel-Craft reactions, respectively. The structures of all the compounds were confirmed by IR, H NMR, C NMR and HRMS spectra.

Key words: acetonylacetone, Paal-Knorr reaction, pyrrole, synthesis