有机化学 ›› 2006, Vol. 26 ›› Issue (03): 375-378. 上一篇    下一篇

研究简报

超声法合成新型3-(5-氯/苯氧基-3-甲基-1-苯基-4-吡唑基)异噁唑N-取代苯基去甲去氢斑蝥酰亚胺衍生物

贾兆祥,李燕萍,刘晨江*   

  1. (新疆大学化学化工学院 乌鲁木齐 830046)
  • 收稿日期:2005-03-15 修回日期:2005-09-13 发布日期:2006-02-28
  • 通讯作者: 刘晨江

Ultrasonic Synthesis of Novel 3-(5-Chloro/phenoxy-3-methyl-1- phenylpyrazo-4-yl)isoazolo-N-substituted phenyl-dehydronorcantharidimide Derivatives

JIA Zhao-Xiang,LI Yan-Ping,LIU Chen-Jiang *   

  1. (College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)
  • Received:2005-03-15 Revised:2005-09-13 Published:2006-02-28
  • Contact: LIU Chen-Jiang

去甲去氢斑蝥素与取代芳胺反应得到了一系列N-取代苯基去甲去氢斑蝥酰亚胺, 再与5-氯/苯氧基-4-(α-氯-α-肟基甲基)-3-甲基-1-苯基吡唑甲酰基氯代肟发生1,3-偶极环加成反应生成一系列未见报道的3-(5-氯/苯氧基-3-甲基-1-苯基-4-吡唑基)异噁唑N-取代苯基去甲去氢斑蝥酰亚胺衍生物. 所合成化合物经元素分析, IR, 1H NMR, 1H-1HCOSY, NOESY确证结构.

关键词: 去甲去氢斑蝥酰亚胺, 超声波催化, 1,3-偶极环加成, 吡唑, 异噁唑

Abstract A series of novel 3-(5-chloro/phenoxy-3-methyl-1-phenylpyrazo-4-yl)isoazolo-N-substituted phenyl-dehydronorcantharidimide derivatives were synthesized by the 1,3-dipolar cycloaddition reaction of 5-chloro/phenoxy-4-(α-chloro-α-oximidomethyl)-3-methyl-1-phenylpyrazole and N-substituted phenyldehydronorcantharidimide which was prepared by the reaction of dehydronor-cantharidin with substituted aniline. The structures of all compounds were confirmed by IR, 1H NMR, 1H-1HCOSY, NOESY spectra and elemental analysis.

Key words: 1,3-dipolar cycloaddition, ultrasonic catalyse, isoxazole, pyrazole, dehydronorcantharidimide