微波辐射下合成3-芳基-9-氨基-1,2,3,4-四氢吖啶-1-酮衍生物  

Synthesis of 3-Aryl-9-amino-1,2,3,4-tetrahydroacridin-1-one Derivatives under Microwave Irradiation

作　　者：韩光范[1] 董军科[1] 汪芳明[1] 邢正[1] 赵玉媛[1] 

机构地区：[1]江苏科技大学材料科学与工程学院,镇江212003

出　　处：《有机化学》2008年第4期750-754,共5页Chinese Journal of Organic Chemistry

基　　金：江苏省教育厅自然科学基金(No.05KJB350031)资助项目.

摘　　要：在微波辐射和对甲基苯磺酸的催化作用下,5-芳基-1,3-环己二酮与邻氨基苯甲腈进行缩合反应,得到了N-取代的2-氨基苯甲腈衍生物,在K2CO3和Cu2Cl2的催化作用下进一步合环,得到3-芳基-9-氨基-1,2,3,4-四氢吖啶-1-酮衍生物,用LiAlH4还原羰基得到3-芳基-9-氨基-1,2,3,4-四氢吖啶-1-醇衍生物.新合成化合物的结构均经元素分析、红外光谱和核磁共振光谱予以确认.Under microwave irradiation and using p-toluenesulfonic acid as a catalyst, the condensation reaction of 5-aryl-1,3-cyclohexanediones with o-anthranilonitrile afforded the corresponding N-substituted-2- aminobenzonitriles, which were followed by the intramolecular cyclization in the presence of potassium carbonate and cuprous chloride to give 3-aryl-9-amino-1,2,3,4-tetrahydroacridin-l-one. Then reduction of these acridinone compounds with lithium aluminum hydride in the ethyl ether afforded 3-aryl-9- amino- 1,2,3,4-tetrahydroacridin- 1-ol derivatives. The structures of all these new compounds were characterized by elemental analysis, IR and IH NMR and ^13C NMR spectra.

关 键 词：5-芳基-1 3-环己二酮 吖啶酮衍生物 微波辐射 合成 

分 类 号：O626[理学—有机化学]