一种喹啉类化合物的合成新方法

A new method for the synthesis of quinoline compounds

以无水醋酸铜为氧化剂,醋酸钯为催化剂,实现了烯丙基苯胺的氧化环化反应,有效得到喹啉类化合物,为喹啉类化合物的合成提供一种新方法。该方法具有环境友好、原子经济性高、反应条件温和等特点。通过对反应溶剂、催化剂、氧化剂、时间、反应温度和添加剂的筛选,得到了最优的反应条件。结果表明,当催化剂醋酸钯为10mol%,氧化剂无水醋酸铜为0.8equiv,添加剂4A分子筛为30.0mg,溶剂为醋酸和1,4-二氧六环的混合且体积比为9/1,反应温度为100℃,反应时间为4h时,该氧化环化反应效率最高,目标产物收率为68%。

In this study,quinoline compounds were afforded effectively by oxidative cyclization of N- allylaniline using copper acetate as an oxidant and palladium acetate as catalyst,which provided a new method for the synthesis of quinoline compounds.This novel method took advantage of environment friendly,high atomic economy and mild reaction conditions.The optimal reaction conditions were obtained by screening the reaction conditions such as solvent,catalyst,oxidant,time,temperature and additive.The results showed that when the loading of catalyst was 10 mol% of and the oxidant was 0.8 equiv of copper acetate,the additive was 30.0 mg 4A MS,the solvent was a mixture of HO Ac and 1,4-dioxane (volume ratio=9/l),the reaction temperature is 100 °C,and the reaction time is 4 h,the oxidative cyclization reaction was the most efficient.The yield of target product could be up to 68%.