The First Recyclable, Nanocrystalline CdS Thin Film Mediated Eco‐benign Synthesis Of Hantzsch 1, 4 Dihyropyridines, 1, 8‐Dioxodecahydroacridine and Polyhydroquinolines derivatives

Abstract

In the present study, we report a recyclable, nanocrystalline CdS thin film mediated efficient one‐pot, three component synthesis of Hantzsch 1, 4 Dihydropyridine in good yields. The catalyst is also effective for the efficient synthesis of Polyhydroquinoline and 1, 8‐dioxodecahydroacridine derivatives in good to excellent yields. The CdS thin film catalyst was prepared by chemical bath deposition (CBD) technique. The cadmium sulphide thin film was characterized by powder XRD and FT‐IR studies. The average crystallite size (D) was calculated from powder XRD by using Scherrer formula and SEM analysis. The elemental composition of the CdS thin film was established by EDS analysis. The effect of temperature, substituent's, catalyst loading and mole ratio on the reaction was also studied. All the products were thoroughly characterized by 1H‐NMR, 13C‐NMR, FT‐IR, Mass spectral and CHN analysis. A plausible mechanism for the CdS thin film catalyzed synthesis of 1, 4 DHP's is proposed. The heterogeneous catalyst could be easily recovered from the reaction mixture and successively reused at least five times without loss of activity.

Acridine‐1,8‐diones: Synthesis and Biological Applications

“…Dehbalaei and coauthors [113] synthesized a new heterogeneous catalyst from the fabrication of N‐propyl benzoguanamine sulfonic acid on Fe 3 O 4 nanoparticles and employed them for ingenious and efficient synthesis of diverse acridinedione derivatives and found excellent yields within short reaction time [Scheme 15, Method 2]. Lavanya et al [114] . exploited a novel nano crystalline CdS thin film for the effective and green synthesis of 1, 8‐ dioxodecahydroacridine in EtOH to obtain good yields.…”

“…Mohammadi and companions [112] devised synthesis of acridinediones using nano- [113] synthesized a new heterogeneous catalyst from the fabrication of N-propyl benzoguanamine sulfonic acid on Fe 3 O 4 nanoparticles and employed them for ingenious and efficient synthesis of diverse acridinedione derivatives and found excellent yields within short reaction time [Scheme 15, Method 2]. Lavanya et al [114] exploited a novel nano crystalline CdS thin film for the effective and green synthesis of 1, 8-dioxodecahydroacridine in EtOH to obtain good yields. This process avoids the use of any reagents and inert atmosphere, no side product and also showed easy recovery and reusability of catalyst [Scheme 15, Method 3].…”

Aluminized polyborate catalyzed efficient solvent-free synthesis of 1,8-dioxo-decahydroacridines via hantzsch condensation

“…7 The aluminized polyborate catalyst was used in our previous work for the solvent-free green synthesis of various heterocyclic molecules. [8][9][10] In literature several methodologies are been reported for the synthesis of acridinediones among them some are β-CD-mono-SO3H, 11 CdS thin film, 12 MNPs-N-propyl-benzoguanamine-SO3H, 13 AFGONs, 14 GO/CR-Fe3O4, 15 Iron-4 A molecular sieves, 16 MCM-41-Pr-THEIC, 17 Pd/AlO(OH), 18 urease, 19 Fe3O4@SiO2@Ni-Zn-Fe LDH, 20 nano-Fe3O4@SiO2-HBP-FeCl3, 21 citric acid, 22 TEMPO/CuCl2, 23 N-butyl pyridinium heptachlorodialuminate, 24 L-proline, 25 microwave irradiation, 26 Na + -MMT-[bip]-NH2 + HSO4 -, 27 MSrGONCs, 28 phosphate fertilizers, 29 ChCl:urea deep eutectic solvent, 30 Fe3O4@SiO2-Pr-Sulfurol-SO3H MNPs 31 and ultrasound-assisted 32 reaction.…”

Application of Cyclohexane‐1,3‐diones in the Synthesis of Six‐Membered Nitrogen‐Containing Heterocycles

“…[33] Generally, 1,4-dihydropyridine derivatives are synthesized commonly via Hantzsch reaction using cyclohexane-1,3-dione, aldehydes, β-ketoesters and different amines. [34][35][36][37] These Nheterocycles are prepared in the presence of various recyclable catalysts such as NiO/ZrO 2 , [38] nanocrystalline CdS thin film, [39] cellulose template embedded Cu bionanocomposite, [40] γcyclodextrin, [41] nicotinic acid, [42] amine-functionalized graphene oxide nanosheets, [43] [PVP-SO 3 H] HSO 4 , [44] NiFeTi calcined layered double hydroxides, [45] periodic mesoporous organosilica supported manganese, [46] highly monodisperse PdRuNi nanoparticles on graphene oxide, [47] and Fe 3 O 4 @SiO 2 nanoparticles. [48] These methods offer several advantages such as short reaction times, good yields, excluding toxic solvents, easy recovery and recyclability of the catalyst, without the significant loss of yield after many runs.…”