多组分反应合成香豆素衍生物的研究
毕业论文关键词：香豆素衍生物；多组分反应；3,3'-次甲基-双(4-氨基-香豆素)衍生物；2-(2-氧-2H-苯并吡喃-3-羰基)-2H-呋喃[3,2-c]香豆素衍生物；合成
Study on Synthesis of Coumarin Derivatives by Multicomponent Reactions
Abstract: Coumarins are important class of compounds including natural products and synthetic products. They have many excellent biological activities in anti-virus, anti-cancer, anti-microbe and anti-inflammatory. The dicoumarin and furanocoumarin derivatives prepared in this paper not only have potential biological and medicinal activities, but also show unique advantages in constructing new molecular skeleton and synthesizing valuable compounds. In addition, by multicomponent reactions, the starting materials are furthest converted to the target products without waste of resources. This fully embodies atomic economy and environmental friendliness. 3,3'-Methenyl-bis(4-amine-coumarin) derivatives are synthesized by substitution reaction and condensation reaction steps based on 4-hydroxycoumarin as the starting material. 2-(2-Oxo-2H-benzopyran-3-carbonyl)-2H-furan[3,2-c] coumarin derivatives
are synthesized by Robinson annulation reaction, halogen substitution reaction, quaternization reaction and condensation reaction steps based on 2-hydroxybenzaldehyde as the starting material. Through the contrast experiment, we optimize experiment condition, enhance stability and reproducibility of each reaction, improve the productivity and purity of product, reduce production cost and determine a relatively feasible process which can be applied for major industrial production in the future.
Key Words: Coumarin derivatives; Multicomponent reactions; 3,3'-Methenyl-bis(4-amine-cou
marin) derivatives; 2-(2-Oxo-2H-benzopyran-3-carbonyl)-2H-furan[3,2-c]coumarin derivatives; Synthesis
目 录
1 前言 1
1.1 香豆素及其衍生物简介 1
1.2 呋喃类香豆素简介 1
1.3 多组分反应 2
1.3.1 多组分反应简介 2
1.3.2 多组分反应在香豆素衍生物合成中的应用 3
2 文献综述与方案论证 9
2.1 文献综述 9
2.1.1 Perkin反应合成法 9
2.1.2 Wittig反应合成法 9
2.1.3 Pechmann反应合成法 10
2.1.4 Kneovenagel反应合成法 10
2.1.5 Ponndorf反应合成法 11
2.1.6 Houben-Hoesch反应合成法 11
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