A mild base-promoted three-component deconstructive functionalization reaction of cyclic 1,3-diketones with aryl diazonium tetrafluoroborates in the presence of alcohols is reported, enabling direct ...ring-opening of unstrained cyclic ring systems to produce three types of skeletally diverse 1,n-ketoesters, namely, linear 1,5- and 1,4-ketoesters and ortho-ketobenzoates, with moderate to good yields. The methodology has the potential to be widely used throughout organic synthesis due to the use of easily accessible substrates, such as cyclic 1,3-diketones and aryl diazonium tetrafluoroborates, with different substitution patterns and mild reaction conditions.
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A photoredox‐catalyzed three‐component synthesis of N‐aminosulfonamides starting from diaryliodonium salts, hydrazines and sulfur dioxide is reported. This reaction proceeds under mild conditions at ...room temperature and is driven by visible light. A simple bisulfite salt can be used as a readily available and easy‐to‐handle sulfur dioxide source. Mechanistic studies support a catalytic photoredox pathway with the diaryliodonium salt as convenient source for aryl radicals.
A double‐crossed reaction: The use of proline as an organocatalyst enables a one‐pot, direct, cross‐Mannich reaction to be performed between two different aldehydes and 4‐methoxyaniline in a highly ...syn‐diastereo‐ and enantioselective manner (see scheme).
Fe3O4‐supported copper (II) Schiff‐Base complex has been synthesized through post‐modification with 1,3‐phenylenediamine followed by further post‐modification with salicylaldehyde and coordination ...with Cu(II) ion. The resulted Fe3O4@SiO2‐imine/phenoxy‐Cu(II) magnetic nanoparticles (MNPs) were characterized by various techniques including SEM, TEM, XRD, XPS, EDX, VSM, FT‐IR, and ICP. The catalytic activity as a magnetically recyclable heterogeneous catalyst for one‐pot, three‐component synthesis of 2‐amino‐4H‐chromene derivatives was examined. The catalyst is efficient in the reaction and can be recovered by magnetic separation and recycled several times without significant loss in the catalytic activity.
Fe3O4‐supported copper (II) Schiff‐Base complex has been synthesized through post‐modification with 1,3‐phenylenediamine followed by further post‐modification with salicylaldehyde and coordination with Cu(II) ion. The resulted Fe3O4@SiO2‐Imine/Phenoxy‐Cu(II)magnetic nanoparticles (MNPs) were characterized by various techniques including SEM, TEM, XRD, XPS, EDX, VSM, FT‐IR, and ICP. The catalytic activity as a magnetically recyclable heterogeneous catalyst for one‐pot, three‐component synthesis of 2‐amino‐4H‐chromene derivatives was examined. The catalyst is efficient in the reaction and can be recovered by magnetic separation and recycled several times without significant loss in catalytic activity.
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A novel and facile metal-free method for the green synthesis of 2-amino-4-arylthiazole derivatives through the three-component cascade reaction of aromatic methyl ketones, elemental ...sulfur and cyanamide is reported. One CN bond and two CS bonds were formed in one-pot protocol without using catalysts.
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•The study emphasizes 10 novel three-component deep eutectic solvents (3CDES) as sustainable green alternatives.•Catalytic activity of these 3CDES is evaluated against the ...multicomponent, single-pot synthesis of substituted-1H-pyrroles.•3CDES catalyst (3CDES-7) demonstrates recyclability, maintaining efficiency across cycles with higher product yield.•The study showcases the synergy of MCR and 3CDES, fostering green and efficient sustainable synthesis.
Pyrrole and its analogs have garnered immense attention due to their multifaceted biological significance and versatile applications, ranging from medicinal agents to fundamental biological pigments. Despite their prominence, pyrrole synthesis with multiple substituents is complex and calls for innovative approaches to green chemistry. This study delves into synthesizing novel 3,5-dimethyl-1H-pyrroles via multicomponent reactions (MCRs) employing deep eutectic solvents (DES). Due to their eco-friendly nature, these DESs provide a safer substitute for traditional solvents. Specifically, a novel three-component DES (3CDES) was formulated, showcasing promising catalytic activity for multiple cycles with excellent product generation. The synergy between MCR and DES elucidates their combined potential in fostering a sustainable and efficient green synthesis route with the E-factor of 0.1699.
Polypyrrole (PPY)/Fe3O4/CNT has been synthesized and characterized by FT‐IR, TEM and SEM techniques and its catalytic activity has been evaluated in the synthesis of several series of pyran ...derivatives. Tetrahydrobenzobpyranes, 4H‐pyran‐3‐carboxylates, 4H,5H‐pyrano3,2‐cchromenes and dihydropyrano2,3‐cpyrazoles have been successfully prepared from one‐pot three‐component condensation of aldehyde, malononitrile and active methylene‐containing compounds (dimedone /ethyl acetoacetate/4‐hydroxycoumarin/3‐methyl‐2‐pyrazoline‐5‐one) using PPY/Fe3O4/CNT as a new and reusable heterogeneous catalyst. The present method offer several advantages such as; high yields of products, short reaction times, easy work‐up procedure and easy separation of the catalyst from the reaction mixture due to its magnetic character. Furthermore, chemoselective synthesis of bis‐benzobpyran from terephthalaldehyde can be achieved by this method.
PPY/Fe3O4/CNT has been synthesized, characterized and its catalytic activity has been evaluated in the synthesis of several series of pyran derivatives via multi‐component reaction.
A mild and efficient one-pot method has been developed for the synthesis of oxime ether derivatives with up to 85% yield by employing tert-butyl nitrite (TBN) as nitrogen source, which occurs under ...room temperature and exhibits wide substrate scope. The single electron transfer mechanism and the cascade reactions approach have been confirmed.
A mild and efficient one-pot method has been developed for the synthesis of oxime ether derivatives with up to 85% yield by employing tert-butyl nitrite (TBN) as nitrogen source, which occurs under room temperature and exhibits wide substrate scope. The single electron transfer mechanism and the cascade reactions approach have been confirmed. Display omitted
A green heterogeneous nanocatalyst, Cu(II)‐PBABMD complex immobilized on core‐shell magnetic γ‐Fe2O3@HAp, was successfully designed, synthesized, and characterized by FTIR, XRD, FESEM, EDX, VSM, TGA, ...BET, ICP‐OES, and TEM techniques. The magnetic Cu(II) nanocatalyst was employed as a novel, ecofriendly, recyclable, and safe catalyst for the one‐pot, three‐component condensation of 6‐amino‐2‐thioxo‐2,3‐dihydropyrimidin‐4(1H)‐one, 3‐(1‐methyl‐1H‐pyrrol‐2‐yl)‐3‐oxopropanenitrile and aromatic aldehydes to produce new pyrido2,3‐dpyrimidine derivatives, in refluxing EtOH with excellent yield (90–97%) and short reaction time (8–13 min). The nanocatalyst was used and recycled in eight runs without significant leaching or loss of its catalytic activity.
A novel heterogeneous nanocatalyst, Cu(II)‐PBABMD complex immobilized on core‐shell magnetic γ‐Fe2O3@HAp, was successfully synthesized and employed in the one‐pot, three‐component preparation of new pyrrole‐pyrido2,3‐dpyrimidine hybrids with excellent yield (90–97%) and short reaction time (8–13 min).
An enantioselective three‐component reaction of aldehydes, amines, and alkynes in water by using a bis(imidazoline)–CuI catalysts having a hydrophobic substituent and sodium dodecyl sulfate as a ...surfactant was developed. The reaction was applied to a broad range of aldehydes and alkynes to give optically active propargylamines with excellent yields (up to 99 %) and enantiomeric excesses (up to 99 % ee).
An enantioselective three‐component reaction of aldehydes, amines, and aliphatic alkynes in water by using a copper(I) complex of 1,3‐bis(imidazolin‐2‐ly)pyridine (pybim) to afford optically active propargylamines was developed (see scheme; DS=dodecylsulfate). The reaction was applied to a wide range of aldehydes and alkynes, giving products with excellent yields (up to 99 %) and enantiomeric excesses (up to 99 % ee).