Issue 4, 2022

Synthesis of indeno-[1,2-b]-quinoline-9,11(6H,10H)-dione and 7,7-dimethyl-10-aryl-7,8-dihydro-5H-indeno[1,2-b]quinoline-9,11(6H,10H)-dione derivatives in presence of heterogeneous Cu/zeolite-Y as a catalyst

Abstract

A simple method for the synthesis of indeno-[1,2-b]-quinoline-9,11-(6H,10H)-dione derivatives and 7,7-dimethyl-10-aryl-7,8-dihydro-5H-indeno[1,2-b]quinoline-9,11(6H,10H)-diones through the reaction of aromatic aldehydes, indan-1,3-dione, dimedone, and p-toluidine/ammonium acetate in the presence of heterogeneous CuO supported on a zeolite-Y catalyst has been investigated in ethanol under reflux conditions. By this method, the reaction time has been reduced, giving an excellent yield of the product. The catalyst was prepared by a hydrothermal method followed by a wet impregnation method. The catalyst had shown Brønsted acid sites and Lewis acid sites. The used catalyst could be actively recycled with a marginal decrease in yield up to five recycles. The prepared catalyst was characterized by FT-IR, pyridine FT-IR, XRD, SEM, EDS, XPS, TEM, and BET surface area analysis. The synthesized compounds were characterized by FT-IR, 1H NMR, 13C NMR and GC-MS spectroscopy.

Graphical abstract: Synthesis of indeno-[1,2-b]-quinoline-9,11(6H,10H)-dione and 7,7-dimethyl-10-aryl-7,8-dihydro-5H-indeno[1,2-b]quinoline-9,11(6H,10H)-dione derivatives in presence of heterogeneous Cu/zeolite-Y as a catalyst

Supplementary files

Article information

Article type
Paper
Submitted
03 Sep 2021
Accepted
30 Nov 2021
First published
13 Jan 2022
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2022,12, 2083-2093

Synthesis of indeno-[1,2-b]-quinoline-9,11(6H,10H)-dione and 7,7-dimethyl-10-aryl-7,8-dihydro-5H-indeno[1,2-b]quinoline-9,11(6H,10H)-dione derivatives in presence of heterogeneous Cu/zeolite-Y as a catalyst

S. D. Dhengale, C. V. Rode, G. B. Kolekar and P. V. Anbhule, RSC Adv., 2022, 12, 2083 DOI: 10.1039/D1RA06637D

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