高等学校化学学报 ›› 2002, Vol. 23 ›› Issue (2): 222.

• 研究论文 • 上一篇    下一篇

微波辐射下芳醛与活性亚甲基化合物的反应

屠树江, 邓旭, 周建峰, 孙柏旺, 冯骏材   

  1. 南京大学化学化工学院, 南京 210093
  • 收稿日期:2000-11-04 出版日期:2002-02-24 发布日期:2002-02-24
  • 通讯作者: 冯骏材(1940年出生),男,教授,主要从事有机化学合成方法和有机反应研究.*屠树江、邓旭和孙柏旺现在徐州师范大学化学系工作,周建峰现在淮阴师范学院化学系工作.

Studies on the Reaction of Aromatic Aldehyde with Active Methylene Compound under Microwave Irradiation

TU Shu-Jiang, DENG Xu, ZHOU Jian-Feng, SUN Bai-Wang, FENG Jun-Cai    

  1. College of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210093 China
  • Received:2000-11-04 Online:2002-02-24 Published:2002-02-24

摘要: 芳醛、5,5-二甲基-1,3-环己二酮、丙二酸亚异丙酯经微波辐射发生缩合、加成、环化及消去反应,一步合成了7,7-二甲基-4-芳基-2,5-二氧代-1,2,3,4,5,6,7,8-八氢喹啉和7,7-二甲基-4-芳基-5-氧代-3,4,5,6,7,8-六氢香豆素,反应在3~5min内完成,产率优良.产物的结构经红外及核磁共振等方法确证.

关键词: 芳醛, 活性亚甲基化合物, 微波, 单晶, X射线衍射

Abstract: A series of 4-aryl-7,7-dimethyl-2, 5-dioxo-1,2,3,4,5,6,7,8-octahydroquinoline (4) and 4-aryl-7,7-dimethyl-5-oxo-3,4,5,6,7,8-hexahydrocoumarin (5) were synthesized from aromatic aldehydes (1), 5,5-dimethyl-1,3-cyclohexandione (2) and isopropylidene malonate (3) by the condensation, addition, cyclization and elimination reactions under microwave irradiation under different conditions. The reactions were completed in 3-5 min with good yields. The structure of the products were established on IR, 1H NMR, elemental analysis and X-ray diffraction.

Key words: Aromatic aldehyde, Active methylene compound, Microwave, Crystal, X-ray diffraction

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