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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (06): 696-699. 上一篇    下一篇

研究论文

1,3-偶极环加成合成新型3a,6a-二氢-4,6-二氧代吡咯啉并[3,4-d]吡唑类衍生物

解正峰1，刘方明*,1,2，貊雪霞1，惠永海1，孙亚栋1   

  1. (1新疆大学化学化工学院 乌鲁木齐 830046)
    (2杭州师范学院化学系 杭州 310012)
  • 收稿日期:2004-07-14 修回日期:2004-12-27 发布日期:2005-05-30
  • 通讯作者: 刘方明

Synthesis of New 3a,6a-Dihydro-4,6-dioxopyrrolo[3,4-d]pyrazoleDerivatives by 1,3-Dipolar Cycloaddition Reaction

XIE Zheng-Feng1， LIU Fang-Ming*1,2， MO Xue-Xia1， HUI Yong-Hai1， SUN Ya-Dong1   

  1. (1 College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)
    (2 Department of Chemistry, Hangzhou Teaching College, Hang-zhou 310012)
  • Received:2004-07-14 Revised:2004-12-27 Published:2005-05-30
  • Contact: LIU Fang-Ming

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α-氯代-4-氧代-4H-1-苯并吡喃-3-甲醛芳腙与N-取代苯基-马来酰亚胺在三乙胺作用下通过1,3-偶极环加成合成了一系列含3-(4-氧代-4H-1-苯并吡喃-3-基)-3a,6a-二氢-4,6-二氧代吡咯啉并[3,4-d]吡唑类衍生物. 化合物结构经元素分析, IR, 1H NMR及MS确证.

关键词: 4-氧代-4H-1-苯并吡喃-3-甲醛, 吡咯啉并[3,4-d]吡唑, 1,3-偶极环加成

A series of new 3-(4-oxo-4H-benzopyran-3-yl)-3a,6a-dihydro-4,6-dioxopyrrolo[3,4-d]pyrazoles have been synthesized by the reaction of N-arylmaleimides with nitrile imines, prepared from α-chloro- 4-oxo-4H-benzopyran-3-carboxaldehyde arylhydrazone in situ, through 1,3-dipolar cycloaddition reaction. The structures of all these new compounds were confirmed by elemental analysis, IR, 1H NMR and MS spectra.

Key words: pyrrolo[3,4-d]pyrazole, 1,3-dipolar cycloaddition, 4-oxo-4H-benzopyran-3-carboxaldehyde