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在无溶剂条件下,由1-羧甲基-3-甲基咪唑四氟硼酸盐催化超声介导合成4-取代的1,4-二氢吡啶-3,5-二羧酸酯。

Ultrasound-mediated synthesis of 4-substituted 1,4-dihydropyridine-3,5-dicarboxylates catalyzed by 1-carboxymethyl-3-methylimidazolium tetrafluoroborate under solvent free condition.

作者信息

He Jing-Yu, Jia Hui-Zhen, Yao Qing-Guo, Liu Si-Jie, Yue Hong-Kun, Yu Hong-Wei, Hu Rui-Sheng

机构信息

College of Chemical Engineering, Shijiazhuang University, Shijiazhuang 050035, China.

College of Chemical Engineering, Shijiazhuang University, Shijiazhuang 050035, China.

出版信息

Ultrason Sonochem. 2015 Jan;22:144-8. doi: 10.1016/j.ultsonch.2014.05.026. Epub 2014 Jun 17.

Abstract

4-Substituted 1,4-dihydropyridine-3,5-dicarboxylates (4) have been synthesized by the solvent-free reaction of aldehyde, methyl propiolate and ammonium carbonate catalyzed by ionic liquid 1-carboxymethyl-3-methylimidazolium tetrafluoroborate under ultrasonic irradiation. The effects of changes in the ultrasonic power, temperature, catalysts and reactants on the synthesis of 4-substituted 1,4-dihydropyridine-3,5-dicarboxylates (4) are discussed. With the optimized reaction conditions, various aldehydes were used to synthesize 1,4-dihydropyridines (4) under the influence of ultrasound irradiation. Compared with the conventional thermal methods, the remarkable advantages of this method are the simple experimental procedure, shorter reaction time (2-10min) and high yield of product (76-95%). Furthermore, the green catalytic system can be recycled specific times without significantly decreasing the yields and reaction rates.

摘要

在离子液体1-羧甲基-3-甲基咪唑四氟硼酸盐催化下,通过醛、丙炔酸甲酯和碳酸铵在超声辐射下的无溶剂反应合成了4-取代的1,4-二氢吡啶-3,5-二羧酸酯(4)。讨论了超声功率、温度、催化剂和反应物的变化对4-取代的1,4-二氢吡啶-3,5-二羧酸酯(4)合成的影响。在优化的反应条件下,在超声辐射作用下使用各种醛合成了1,4-二氢吡啶(4)。与传统热方法相比,该方法的显著优点是实验步骤简单、反应时间短(2 - 10分钟)且产物收率高(76 - 95%)。此外,绿色催化体系可循环使用特定次数而不会显著降低产率和反应速率。

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