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A green and efficient multicomponent one-pot synthesis of Hantzsch polyhydroquinoline was achieved bythe condensation of aldehydes, dimedone, ethylacetoacetate and ammonium acetate at room temperatureusing environmentally benign modified Montmorillonite supported Ni0-nanoparticles as catalyst. The welldispersed Ni0-nanoparticles having a high surface to volume ratio have promising features for the reactionsuch as easy removal of the catalyst, solvent-free, shorter reaction time, high product yields (about 95%)and easy work up procedure. There is no significant effect of electron withdrawing or donating nature ofsubstituent on aldehydes in the formation of polyhydroquinoline derivatives. 4-Substituted 1,4-dihydropyridine (DHP) nucleus comprises alarge family of medicinally important compounds such as Ca2+chan-nel blockers and some of the representative compounds of this classpossess acaricidal, insecticidal, bactericidal and herbicidal activities[1]. 1,4-Dihydropyridine possesses a variety of biological activities,such as, vasodilator, bronchodilator, anti-atherosclerotic, antitumor,geroprotective, hepatoprotective and antidiabetic agent [2–5]. Photo-catalytic oxidation of these compounds to pyridine derivatives consti-tutes the principal metabolic pathway in biological systems [6].Therefore, oxidative aromatization of DHPs has been a subject ofgreat interest of organic and medicinal chemists. |
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用对环境无害的改性蒙脱石支持的Nio纳米颗粒作为催化剂在室温下对醛类，双甲酮，乙基乙酰乙酸和乙酸铵进行缩合反应，实现用绿色、高效、多组分Hantzsch 多聚羟基喹啉的一锅合成法。 具有高表面体积比、分散良好的Nio纳米颗粒具有适于反应的良好特性，如易于除去催化剂，无溶剂的，反应时间更短，产品产率高（约95％）和操作简便等。在多聚羟基喹啉衍生物的形成过程中醛取代基没有明显的吸电子或供电子作用。 4 - 取代-1,4 - 二氢吡啶（DHP）核包括一个大家族的重要的药用化合物，如钙离子通道阻断剂和一些具有代表性的具有杀螨，杀虫，杀菌和除草活性的一类化合物【1】。 1,4 - 二氢吡啶类具有多种生物活性，如，血管扩张，支气管扩张，抗动脉粥样硬化，抗肿瘤，抗老化（老化保护），保肝和抗糖尿病等【2-5】。这些化合物经光催化氧化反应产生吡啶衍生物在生物系统中构成了一主要的代谢途径【6】。因此，二氢吡啶氧化芳香化一直是有机和药物化学家极大兴趣的主题。 |
2楼2014-09-25 03:36:51
