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

A simple method for the synthesis of indeno-[1,2- b ]-quinoline-9,11-(6 H ,10 H )-dione derivatives and 7,7-dimethyl-10-aryl-7,8-dihydro-5 H -indeno[1,2- b ]quinoline-9,11(6 H ,10 H )-diones through the reaction of aromatic aldehydes, indan-1,3-dione, dimedone, and p -toluidine/ammonium acetate in t...

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Veröffentlicht in:RSC advances 2022-01, Vol.12 (4), p.283-293
Hauptverfasser: Dhengale, Shankar D, Rode, Chandrashekhar V, Kolekar, Govind B, Anbhule, Prashant V
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Zusammenfassung:A simple method for the synthesis of indeno-[1,2- b ]-quinoline-9,11-(6 H ,10 H )-dione derivatives and 7,7-dimethyl-10-aryl-7,8-dihydro-5 H -indeno[1,2- b ]quinoline-9,11(6 H ,10 H )-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, 1 H NMR, 13 C NMR and GC-MS spectroscopy. A simple synthesis of indeno-[1,2- b ]-quinoline-9,11-(6 H ,10 H )-dione derivatives and 7,7-dimethyl-10-aryl-7,8-dihydro-5 H -indeno[1,2- b ]quinoline-9,11(6 H ,10 H )-diones using aromatic aldehydes with heterogeneous CuO on a zeolite-Y catalyst is reported.
ISSN:2046-2069
DOI:10.1039/d1ra06637d