Mn(II) complex based 3-hydroxynaphthoic acid: A recyclable catalyst in synthesis of novel quinoline-5-one derivatives

International Journal of Industrial Chemistry

دوره 12، شماره 2، آبان 2021

نوع مقاله: research article

شناسه دیجیتال (DOI): 10.47176/IJIC.12.2.2

نویسندگان

Sadegh Allameh^{* 1}؛ Mohammad Shaker²؛ Azadeh Habibnia Milani²

¹Department of Chemistry, Faculty of Science, Islamic Azad University, Mashhad, Iran.

²Department of Chemistry, Faculty of science, Islamic Azad University, Mashhad, Iran.

چکیده

Mn(II) complex based on 3-hydroxy naphthoic acid is a new, recyclable and efficient catalyst for the synthesis of quinoline derivatives by the Hantzsch reaction. The one-pot four-component cyclocondensation of dimedone, aromatic aldehydes, acetophenone and ammonium acetate was carried under the conditions of refluxing in DMF at 110ºC. This method offers several advantages such as easy separation of catalyst, environmentally benign, mild reaction conditions and excellent of yields. In recent years, much attention has been focused on the application of heterogeneous reusable catalysts in organic synthesis because easy work-up, easy filtration and minimization of cost and waste generation. However, In view of the importance of quinoline derivatives, many classical methods for their synthesis were reported. The classical method involves an one-pot four-component condensation of dimedone, aldehydes, ethyl acetoacetate or similar compounds and ammonium acetate using of various catalysts such as montmorillonite, HClO4/SiO2, ionic liquids, Yb(OTf)3, nickel nanoparticles, Cu(II) complex and microwave.

کلیدواژه‌ها

Quinolines؛ Dimedone؛ Naphthoic acid؛ Acetophenone؛ Mn(II)Complex