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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (9): 1162-1166. 上一篇    下一篇

研究简报

1,3-偶极环加成合成双-4,5-二氢-1,2,4-噁二唑啉衍生物

胡君a，解正峰*,a，惠永海a，貊雪霞a，孙翔d，刘方明*,a,b,c   

  1. (a新疆大学化学化工学院 乌鲁木齐 830046)
    (b杭州师范学院 杭州 310012)
    (c杭州师范学院有机硅化学及材料技术教育部重点实验 杭州 310012)
    (d中国石油塔里木油田塔石化分公司 库尔勒 841000)
  • 收稿日期:2006-07-07 修回日期:2007-10-12 发布日期:2007-08-30
  • 通讯作者: 刘方明

Synthesis of Bis-4,5-dihydro-1,2,4-oxadiazolineDerivatives by 1,3-Diplor Cycloaddition

HU Juna,XIE Zheng-Feng*,a,HUI Yong-Haia,MO Xue-Xiaa
SUN Xiangd,LIU Fang-Ming*,a,b,c   

  1. (a College of Chemistry and Chemical Engineering, Xinjiang University, Urumqi 830046)
    (b Hangzhou Teachers College, Hangzhou 310012)
    (c Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education,
    Hangzhou Teachers College, Hangzhou 310012)
    (d Petrochina Tarim Oilfield Petrochemical Company, Korla 841000)
  • Received:2006-07-07 Revised:2007-10-12 Published:2007-08-30
  • Contact: LIU Fang-Ming

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被引次数

7 | 1

用2-苯基-1,2,3-三唑基-4-甲醛(1)或喹喔啉基-2-甲醛(2)与乙二胺缩合成双席夫碱3或4, 然后与α-氯代肟在三乙胺条件下发生1,3-偶极环加成得到双-4,5-二氢-1,2,4-噁二唑啉衍生物6a～6f或7a～7f. 目标化合物的结构经元素分析, IR, 1H NMR和MS确认.

关键词: 喹喔啉-2-甲醛, 双-4,5-二氢-1,2,4-噁二唑啉衍生物, 2-苯基-1,2,3-三唑基-4-甲醛, 1,3-偶极环加成, 双席夫碱

Condensation of ethylenediamine with 2-phenyl-1,2,3-triazole-4-carboxaldehyde (1) or quinoxa-line-2-carboxaldehyde (2) gave bis-Schiff base 3 or 4, which then reacted with α-chloro-oximes to afford bis- bis-4,5-dihydro-1,2,4-oxadiazoline derivatives 6a～6f or 7a～7f by 1,3-dipolar cycloaddition. The structures of new compounds were confirmed by elemental analysis, IR, 1H NMR and MS spectra.

Key words: bis-Schiff base, 1,3-dipolar cycloaddition, 2-phenyl-1,2,3-triazole-4-carboxaldehyde, bis-4,5-dihydro-1,2,4-oxadiazoline derivative, qinoxaline-2-carboxaldehyhyde