期刊文献+

无介质微波作用下酮与稳定叶立德的反应 被引量:2

Medium free wittig reaction of stabilized ylides with ketones under microwave irradiation
下载PDF
导出
摘要 酮与稳定膦叶立德在家用微波炉中加热,在无任何溶剂或固体介质条件下,4.5min之内完成反应,得到了良好产率的Wittig反应产物.较之液相苯中回流反应的传统方法,此法具有时间短、操作步骤简单、无毒害等优点.同时使一些在传统方法中与稳定叶立德不反应或难反应的酮得以进行并有较好收率.此外,在得到α,β-不饱和酯的同时,还发现了少量重排产物β,γ-不饱和酯,并对其机理进行了推测与证明. Ketones and stabilized phosphorus ylides were heated together in commercial microwave oven, under solvent and medium free conditions, the Wittig reaction finished within 4.5 minutes, the yield was moderate. Compared with conditional method in benzene, the method had many merits such as its fastness, simplicity of operation harmless etc. At the same time, some ketones that could not react with stabilized ylides in conditional way could react by using this method and had good yields. What's more, besides the main product of α,βunsaturated ester, a little rearrangement product,β,γ unsaturated ester was found. The rearranging mechanism was also suggested and proved.
机构地区 浙江大学化学系
出处 《浙江大学学报(理学版)》 CAS CSCD 2003年第4期430-433,共4页 Journal of Zhejiang University(Science Edition)
  • 相关文献

参考文献11

  • 1黄耀曾 丁维钰 郑焕盛.第五、六族元素的有机化合物在合成中应用的研究.化学学报,1965,31(1):38-41.
  • 2MAERCKER A. The Wittig Reaction [M]. NewYork: John Wiley & Sons, 1965. 270--490.
  • 3ISAACS N S, EL-DIN G N. The application of high pressure to some difficult wittig reactions [J]. Tetrahedron Lett, 1987, 28(19): 2191--2192.
  • 4TRIPPETT S, WALKER D N M. The phosphobetaines: preparation and properties [J]. J Chem Soc,1961,61(3): 1266--1272.
  • 5GABOR F, ISTVAN T. The reaction of carbethoxymethylenetriphenylphosphorane with ketones[J]. Tetrahedrola Lett, 1961, 16(16) : 579--582.
  • 6XU Cai-ding, CHEN Guo-ying, FU Chong, et al.The wittig reaction of stable ylide with aldehyde under microwave irradiation: synthesis of ethyl cinnamates[J] . Synth Commun, 1995, 25(15): 2229--2233.
  • 7XU Cai-ding, CHEN Guo-ying, HUANG Xian. Chalcones by the wittig reaction of a stable ylide with aldehydes under microwave irradiation [J]. Org Prep Proc Int, 1995, 27(5): 559--561.
  • 8FU Chong, XU Cai-ding, HUANG Zhi-zhen, et al.α,β-Unsaturated sulfones by the wittig reaction of stable ylide with aldehydes under microwave irradiation[J]. Org Prep Proc Int, 1997, 29(5): 587--589.
  • 9ALDO S, TANCRED F, ANNUNZIATA S. Microwave accelerated wittig reaction of stabilized phosphorus ylides with ketones under solvent-free conditions [J]. Synlett, 1997, (1): 93--94.
  • 10LEWIS D A, SUMMERS J D. Accelerated lmidization reactions using microwave [J]. J Polym Sci:Part A, 1992, 30(8): 1647--1653.

同被引文献17

  • 1林中祥,欧文华.微波辐射下莰烯与羧酸加成反应的研究[J].林产化学与工业,2004,24(B08):41-46. 被引量:7
  • 2Gutierrez E, Loupy A,Bram G, et al. Inorganic solids in dry media. An efficient way for developing microwave irradiation activated organic reactions [ J ]. Tetrahedron Lett., 1989,30(8) : 945-948.
  • 3Chatti S, Bortolussi M, Loupy A. Synthesis of diethers derives form dianhydrohexitols by phase transfer catalysis under microwave[J]. Tetrahedron Lett., 2000,41(18):3367-3370.
  • 4Balalair S, Nemati N. Ammonium acetate-basic alumina catalyzed Knoevenagel condensation under microwave irradiation solvent-free condition [ J ]. Synth. Conmmon,2000,30(5) :869-875
  • 5Bougrin K, Loupy A,Soufiaoui M. Three new routes for synthesis 1,3-azolederivatives using microwave[ J ]. Tetrahedron, 1998,54 (28) : 8055-8064.
  • 6Vama R S. Solvent-free organic syntheses using microwave irradiation [J]. Tetrahedron Lett., 1997, 38(24) : 4337-4340.
  • 7Mojtahedi M M. ,Sharih A, Mohsenzadeh F, et al. Microwave-assisted aminomethylation of electron-rich compounds under solvent-free condition[J]. Synth. Conmmon,2000,30(1) :69-72.
  • 8Jin Jin ,Wen Zhong, Long Jiang, et al. One -pot diazo coupling reaction under microwave irradiation in the absence of solvent[J]. Synth. Conmmon,2000,30(5):829-834.
  • 9金钦汉.微波化学[M]科学出版社,1999.
  • 10李慧章,李同双,于涛,李记太,初虹.微波辐射下苯偶姻的干法氧化反应[J].有机化学,1998,18(2):180-182. 被引量:23

引证文献2

二级引证文献5

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部