华东师范大学学报(自然科学版) ›› 2008, Vol. 2008 ›› Issue (4): 109-113.

• 化学化工 • 上一篇    下一篇

3-(4-苯基-1,3-二硫戊环-2-亚甲基)-2,4-戊二酮的合成及其与芳醛的缩合反应

王艳茹1,2, 于海丰1,3, 李晓芳1, 刘群1   

  1. 1. 东北师范大学 化学学院, 长春130024; 2. 北华大学 化学与生物学院，吉林 吉林市132013; 3. 鞍山师范学院 化学系，辽宁 鞍山114007
  • 收稿日期:2007-06-01 修回日期:2007-08-01 出版日期:2008-07-25 发布日期:2008-07-25
  • 通讯作者: 刘群

Study of synthesis of 3-(4-phenyl-1,3-dithiolan-2-ylidene)pentane-2,4-dione and its condensation reaction with arylaldehydes(Chinese)

WANG Yan-ru1,2, YU Hai-feng1,3, LI Xiao-fang1, LIU Qun1   

  1. 1. College of Chemistry,Northeast Normal University,Changchun 130024,China； 2. College of Chemistry and Biology, Beihua University, Jilin Jilin 132013, China； 3. Department of Chemistry,Anshan Teachers University, Anshan Liaoning 114007,China
  • Received:2007-06-01 Revised:2007-08-01 Online:2008-07-25 Published:2008-07-25
  • Contact: LIU Qun

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摘要： 以碳酸钾为碱,N,以N-二甲基甲酰胺为溶剂，乙酰丙酮与二硫化碳及1,2-二溴苯乙烷反应，以中等产率（47%）合成了3-(4-苯基-1,3-二硫戊环-2-亚甲基)-2,4-戊二酮2.碱性条件下，化合物2比较稳定，通过对碱的选择和芳醛量的控制，化合物2与芳醛缩合可分别以较高的产率合成单面和双面缩合产物1d和1e.

关键词: 3-(4-苯基-1, 3-二硫戊环-2-亚甲基)-2, 4-戊二酮, 芳醛, 缩合反应, 3-(4-苯基-1, 3-二硫戊环-2-亚甲基)-2, 4-戊二酮, 芳醛, 缩合反应

Abstract: 3-(4-Phenyl-1,3-dithiolan-2-ylidene)pentane-2,4-dione (2) was prepared in moderate(47%) yield by the reaction of acetylacetone with carbon disulfide and 1-(1,2-dibromoethyl)benzene using potassium carbonate as base.Under the optimized conditions, the condensation of compound 2 with arylaldehydes led to the corresponding products α-acetyl-α′cinnamoyl ketene dithioacetals 1d and α，α′-dicinnamoyl ketene dithioacetals 1e, respectively, in high to excellent yields.

Key words: 3-dithiolan-2-ylidene)pentane-2, 4-dione, Arylaldehydes, Condensation Reaction, 3-(4-phenyl-1, 3-dithiolan-2-ylidene)pentane-2, 4-dione, Arylaldehydes, Condensation Reaction

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