2-芳基苯并噁唑-5-乙酰哌啶衍生物的合成及其抑菌活性

Synthesis and Antibacterial Activity of 2-( 2-Phenylbenzo [d] Oxazol-5-yl)-1-( Piperidin-1-yl) Ethan-1-One Derivatives

以4-羟基苯乙酸为原料,通过硝化反应、酰胺化反应、还原反应,得到关键中间体5.化合物5通过与各种取代芳基酰氯进行酰胺化,相应产物最后在对甲苯磺酸催化作用下,发生闭环反应,得到8个新型的2-芳基苯并噁唑-5-乙酰哌啶衍生物.目标化合物结构均经~1H NMR,^(13)C NMR和质谱确证.抑菌活性测试表明:大多数化合物对大肠杆菌具有一定的抑菌作用,对金黄色葡萄球菌无明显抑菌作用.

A sequence of reactions consisting of nitration, amidation, reduction are applied to get the key intermediate 5 by using 2- （4-hydroxyphenyl） acetic acid as raw material. After amidation between compound 5 with various aromatic acid chloride, the corresponding products go through the closed-loop reaction to obtain eight 2-（2-phenylbenzo[ d ] oxazol-5-yl） -1 -（ piperidin-1 -yl） ethan-1 -one derivatives catalyzed by the p-toluenesulfonic acid. The target compounds are elucidated by ^1 H NMR, ^13C NMR and MS techniques. Antibacterial activity results show that most compounds have a certain degree of inhibitory activity against the Escherichia coli, while no obvious inhibition towards the Staphylococcus aureus.