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• 106-47-8 4-chloro-aniline 
• 123-54-6 acetylacetone 

Relevant academic research and scientific papers

Expeditious and eco-friendly synthesis of new multifunctionalized pyrrole derivatives and evaluation of their antioxidant property

Diminution of oxidative stress-mediated diseases is an essential pharmaceutical objective in modern biomedical research. The present work stresses upon the efficient and eco-friendly synthesis of an array of novel diversely functionalized pyrrole derivatives which are found to be antioxidants with reactive oxygen species (ROS) shielding competency against the deleterious consequence of oxidative stress. The results of the investigation displayed the effect of structural modification of the pyrrole derivatives on their respective antioxidant properties to various ROS. Noteworthy, the pyrrole moiety bearing 4-hydroxycoumarin or 2-hydroxy-1,4-naphthoquinone as substituent showed outstanding defensive potency towards [rad]OH and O2 [rad] ? while, nitrogen atom linked with aliphatic side-chain in the pyrrole scaffold made a strong affirmative impression in DPPH[rad] scavenging assay. More interestingly, an influencing reducing power was observed in pyrrole derivatives carrying cyclohexane 1,3-dione as one of the substituents. To have a comprehensive acuteness into the antioxidant capacity of the synthesized pyrrole derivatives against Trolox as a standard antioxidant, a crucial approach was taken into account by calculating TEAC (Trolox Equivalent Antioxidant Capacity) in case of [rad]OH and DPPH[rad] scavenging activity.

A novel and reusable magnetic nanocatalyst developed based on graphene oxide incorporated strontium nanoparticles for the facial synthesis of β-enamino ketones under solvent-free conditions

A novel magnetic SrFeGO nanocatalyst (NC) was synthesized through a simple sol–gel technique by introducing strontium and iron oxide nanoparticles onto graphene. The synthesized NC was characterized using FT-IR and FE-SEM. Subsequently, the catalytic activity of SrFeGO was tested in a reaction between β-dicarbonyl compounds and aniline derivatives to gain β-enamino ketone derivatives under solvent-free conditions. It was found that SrFeGO NC is a potential catalyst for the synthesis of β-enamino ketones. The β-enamino ketone produced by such reactions could be isolated in high purity without the need for chromatographic purifications. The newly prepared magnetic graphene oxide nanocomposite could be recovered and reused for numerous times with no significant decrease in efficiency. Moreover, the protocol has the advantages of excellent yielding (up to 98%) in short a reaction time, benefitting an easy workup procedure and being environmentally friendly.

Immobilization and DFT studies of Tin chloride on UiO-66 metal–organic frameworks as active catalyst for enamination of acetylacetone

An efficient synthetic method for the preparation of β-enaminones catalyzed by immobilization of SnCl2 on Zr-metal–organic frameworks (UiO-66 MOF) and designated as SnUiO66 is described. Also the prepared catalyst was characterized by Fourier t

Redox Non-Innocence and Isomer-Specific Oxidative Functionalization of Ruthenium-Coordinated β-Ketoiminate

This article deals with isomeric ruthenium complexes [RuIII(LR)2(acac)] (S=1/2) involving unsymmetric β-ketoiminates (AcNac) (LR=R-AcNac, R=H (1), Cl (2), OMe (3); acac=acetylacetonate) [R=para-substituents (H,

Citrus juice: Green and natural catalyst for the solvent-free silica supported synthesis of β-enaminones using grindstone technique

Aim and Objective: Citrus Juice as an efficient, cost-effective and green catalyst employed for one-pot synthesis of various β-substituted enaminones through the reaction of β-dicarbonyl compounds with different primary amines in a solvent-free conditions on silica gel as solid surface using grindstone technique in high yields and short reaction times. The presented procedure is operationally simple, practical and green. Material and Methods: The wide application of this procedure is demonstrated by the use of various substituted amines to react with β-dicarbonyl compounds. The method was successfully applied for primary amines (15 entries) and the related enaminones were well synthesized in good to excellent yields. Melting points were measured on an Electro thermal 9100 apparatus. 1HNMR and 13C NMR spectra were recorded on a FTNMR BRUKER DRX 500 Avence spectrometer. Chemical shifts were given in ppm from TMS as internal references and CDCl3 was used as the solvent as well. The IR spectra were recorded on a Perkin Elmer FT-IR GX instrument. The chemicals used in this work were purchased from Merck and Fluka chemical companies. Results: Grinding synthesis of citrus juice catalyzed enamination of 1,3-dicarbonyls (acetylacetone, methyl and ethyl-3-oxobutanoate) with various primary amines (aromatic and aliphatic) under solvent-free silica supported conditions was examined and studied (15 entries) and the obtained enaminones were well synthesized in good to excellent yields. Furthermore, the effect of various catalysts on the yield and reaction time for grinding synthesis of 3-phenylamino-but-2-enoic acid ethyl ester (1) by this method has evaluated as well. Conclusion: a novel, efficient and green protocol for the grinding synthesis of enaminones using citrus juice as natural catalyst has been presented. This methodology is user friendly, green and low cost procedure under mild reaction condition with faster reaction rates. The citrus juice is inexpensive and non-toxic which makes the process convenient, more economic and benign. Furthermore, applying grindstone technique in solvent-free conditions, use of silica gel as a solid and heterogeneous surface in reaction, high yields of products, cleaner reaction profiles, and availability of the reagents makes this method a better choice for synthetic chemists.

β-Enaminones over recyclable nano-CoFe2O4: a highly efficient solvent-free green protocol

Abstract: β-Enaminone and its derivatives have emerged among the finest bioactive intermediates. High yields of several β-enaminones (86–97%) are achieved through treatment of substituted aromatic and aliphatic amines with cyclic/acyclic 1,3-diketones, over the magnetically separable cobalt ferrite nanoparticles (CoFe2O4 NPs). The latter was prepared upon co-precipitation. Its purity, fine crystallinity, elemental distributions, morphology, magnetic features, and thermal stability were confirmed by Fourier transform infrared, X-ray diffraction, energy dispersive X-ray spectrometry, scanning electron microscopy, vibrating sample magnetometry, and thermal gravimetric analysis analyses. Thus, CoFe2O4 NPs acted as an excellent green heterogeneous nanocatalyst for synthesis of β-enaminones and gave good recyclability, while showing insignificant loss of their activity. Graphical Abstract: [Figure not available: see fulltext.].

Nano-SiO2 catalyzed synthesis of β-enaminones under solvent free conditions

Nano-SiO2 efficiently catalyzed the synthesis of β-enaminones using direct condensation of various (cyclic and acyclic) β-diketones with aromatic and aliphatic amines under solvent-free conditions. This eco-friendly catalyst can be recovered and reused without significant loss of activity. This methodology provides a simple synthetic route to enaminones in excellent yields at room temperature. Graphical abstract: [Figure not available: see fulltext.]

FeCl3-Catalyzed Combinatorial Synthesis of Functionalized Spiro[Indolo-3,10′-indeno [1,2- b ]quinolin]-trione Derivatives

An efficient, inexpensive, environmentally friendly and high yield one-pot route to new spiro[indolo-3,10′-indeno [1,2-b]quinolin]-trione derivatives has been developed, involving three-component reaction of enaminones, N-substituted isatins and Indane-1,3-dione catalyzed by FeCl3. The approach to this spiro-heterocycle is noteworthy because it results in the formation of three new σ (two C-C and one C-N) bonds in a single operation, leading to the construction of novel spiro skeleton. This method works on a large scale in excellent yields.

Nano fibrous silica sulphuric acid as an efficient catalyst for the synthesis of β-enaminone

Synthesis of KCC-1 silica sulphuric acid as a new catalyst has been reported. The catalyst was characterized using XRD, SEM, TEM, BET, FT-IR, TGA-DTA, and EDX analysis. The catalytic activity was evaluated for the synthesis of enaminones under solvent-free conditions. The catalyst was easily recovered and reused up to seven cycles with slight loss of activity. The attractive features of this protocol are low amount of catalyst loading, short reaction time, mild reaction conditions, good to excellent yield of the products, easy handling of the catalyst and simple operational procedure. Graphical Abstract: [InlineMediaObject not available: see fulltext.]A highly efficient Sulphated nanosilica sulphuric acid has been synthesized and applied for the synthesis of enaminones. This catalytic protocol is better for the synthesis of enaminone than previously reported procedures in terms of catalyst loading, reaction condition, reaction time and yields of the products.

Ionic liquid promoted synthesis of β-Enamino ketones and esters under microwave irradiation

A facile amination of 1,3-dicarbonyl compounds with amines or ammonium salts has been achieved under microwave irradiation in the presence of acidic ionic liquid 1-butyl-3-methylimidazolium hydrogen sulphate. The method has the advantage of solvent free reactions, short reaction time and mild conditions.