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

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.

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

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-1-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 ¹H NMR and ¹³C NMR spectra.