Kobayashi Yusuke, Harayama Takashi
Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, Sanuki-shi, Kagawa 769-2193, Japan.
Org Lett. 2009 Apr 2;11(7):1603-6. doi: 10.1021/ol900255g.
The efficient synthesis of 3-hydroxy-4-arylquinolin-2(1H)-ones through one-pot Knoevenagel condensation/epoxidation of cyanoacetanilides followed by decyanative epoxide-arene cyclization is described. A convergent assembly with functionalized aldehydes allows for rapid synthesis with diverse substitution patterns. Isolation of 3-hydroxy-4-arylquinolin-2(1H)-ones is readily accomplished by precipitation and filtration.
描述了通过氰基乙酰苯胺的一锅法Knoevenagel缩合/环氧化，随后进行脱氰环氧-芳烃环化，高效合成3-羟基-4-芳基喹啉-2(1H)-酮的方法。与官能化醛的汇聚组装允许以不同的取代模式快速合成。通过沉淀和过滤很容易实现3-羟基-4-芳基喹啉-2(1H)-酮的分离。
