水介质中1,6-二氧-5-氧代-1,4,5,6-四氢化菲衍生物的三组分一锅合成有机化学.pdfVIP

2006 年第 26 卷 有 机 化 学 Vol. 26, 2006 第 5 期, 643～647 Chinese Journal of Organic Chemistry No. 5, 643～647 ·研究论文· 水介质中 1,6-二氧-5-氧代-1,4,5,6-四氢化菲衍生物的三组分一锅合成 史达清*,a,b 王 静 a,c 庄启亚 a,b 王香善 a,b (a 徐州师范大学化学系 徐州 221116) (b 江苏省药用植物生物技术重点实验室 徐州 221116) (c 徐州医学院 徐州 221002) 摘要 水介质中在氯化三乙基苄基铵(TEBA)催化下, 芳醛与丙二腈和 4-羟基香豆素三组分一锅反应合成了 2-氨基-4- 芳基-3-氰基-1,6-二氧-5-氧代-1,4,5,6- 四氢化菲, 该反应具有产率高、污染少、操作简单、环境友好等优点. 关键词 1,6-二氧-5-氧代-1,4,5,6- 四氢化菲; 一锅合成; 三组分; 水介质 Three-Component One-Pot Synthesis of 1,6-Dioxa-5-oxo-1,4,5,6- tetrahydrophenanthrene Derivatives in Aqueous Media SHI, Da-Qing*,a,b WANG, Jinga,c ZHUANG, Qi-Yaa,b WANG, Xiang-Shana,b a ( Department of Chemistry, Xuzhou Normal University, Xuzhou 221116) (b Key Laboratory of Biotechnology on Medical Plants of Jiangsu Province, Xuzhou 221116) (c Xuzhou Medical College, Xuzhou 221002) Abstract 2-Amino-4-aryl-3-cyano-1,6-dioxa-5-oxo-1,4,5,6-tetrahydrophenanthrenes were synthesized by a three-component reaction of aromatic aldehydes, malononitrile and 4-hydroxycoumarin using triethylben- zylammonium chloride as catalyst in aqueous media. The reaction has the advantages of good yields, less pollution, simple operation and environmental friendliness. Keywords 1,6-dioxa-5-oxo-1,4,5,6-tetrahydrophenanthrene; one-pot synthesis; three-component; aqueous media 近年来, 由于 4H-吡喃是许多杂环化合物的重要中 相似, 采用 4-羟基香豆素与取代肉桂腈在有机溶剂(如 间体, 其合成方法受到人们极大关注[1～3]. 这类