高等学校化学学报

高等学校化学学报 ›› 2003, Vol. 24 ›› Issue (4): 648.

• 论文 • 上一篇    下一篇

1,3,5-三芳基吡唑类化合物合成的新方法

王炳祥1,2, 刘玮炜1, 胡宏纹1   

  1. 1. 南京大学化学系, 南京 210093;
    2. 南京师范大学化学与环境科学学院, 南京 210097
  • 收稿日期:2002-04-25 出版日期:2003-04-24 发布日期:2003-04-24
  • 通讯作者: 胡宏纹(1925年出生),男,教授,博士生导师,中国科学院院士,从事有机合成方法研究.E-mail:hhwE-maihE-maiix@jlonE-mailine.com E-mail:E-mailE-mailine.com
  • 基金资助:

    国家自然科学基金(批准号:29375052);江苏省教育厅自然科学基金(批准号:00KJD050001);南京师范大学环境友好化学重点实验室资助

A Novel Method for the Synthesis of 1,3,5-Triarylpyrazoles

WANG Bing Xiang1,2, LIU Wei Wei1, HU Hong Wen1   

  1. 1. Department of Chemistry, Nanjing University, Nanjing 210093;
    2. College of Chemistry and Environment Science, Nanjing Normal University, Nanjing 210097, China
  • Received:2002-04-25 Online:2003-04-24 Published:2003-04-24

PDF (PC)

被引次数

18

摘要： 发现了一种以查耳酮(1a～1g)等不饱和酮(1h)和苯肼为主要原料,二氢铬酸四吡啶合钴(TPCD)为脱氢芳构化试剂,经“一锅法”合成1,3,5-三芳基吡唑(3a～3g)等吡唑类化合物的新方法.合成过程中首先生成的1,3,5-三取代吡唑啉不需要分离,直接在二氢铬酸四吡啶合钴氧化下脱氢芳构化成相应的吡唑类化合物,反应物分子中的碳-碳双键不受加入的二氢铬酸四吡啶合钴影响.该合成方法原料易得,反应条件温和,产率较高(65%～93%).

关键词: 1, 3, 5-三芳基吡唑, 二氢铬酸四吡啶合钴, 1, 3, 5-三芳基吡唑啉, 脱氢芳构化

Abstract: A novel and one pot procedure was developed to prepare the derivatives of 1,3,5 triarylpyrazoles(3a-3g) by tetrakispyridine cobalt(Ⅱ) dichromate (TPCD) promoted dehydrogenation of 1,3,5 triarylpyrazolines to their aromatic forms. Advantageously, the intermediates 1,3,5 triarylpyrazolines were generated by the reaction of chalcones with phenyl hydrazine need not to be separated and can be further converted to 1,3,5 triarylpyrazoles. It is worth noting that 1,3 diphenyl 5 [2 (4 bromophenyl)ethenyl] pyrazoline(2h), which contains a double bond, afforded the corresponding compound 3h in a yield of 68%. This general method features cheap reagents, simple working procedure and gives the products in moderate and high yields(65%-93%).

Key words: Triarylpyrazoles, Tetrakispyridine cobalt(Ⅱ) dichromate, 1,3,5 Triaryl pyrazolines, Aromatization through dehydrogenation

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