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Quinone imines are important derivatives of quinones with a wide range of applications in organic synthesis and the pharmaceutical industry. The attack of nucleophilic reagents on quinone imines tends to lead to aromatization of the quinone skeleton, resulting in both the high reactivity and the unique reactivity of quinone imines. The extreme value of quinone imines in the construction of nitrogen- or oxygen-containing heterocycles has attracted widespread attention, and remarkable advances have been reported recently. This review provides an overview of the application of quinone imines in the synthesis of cyclic compounds via the domino annulation reaction.
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http://dx.doi.org/10.3390/molecules29112481 | DOI Listing |
Anal Sci
August 2025
Faculty of Chemistry, Belarusian State University, 4 Independence Avenue, 220030, Minsk, Belarus.
Displaying versatile biological activity, Schiff bases are known to possess prominent optical, thermal, and metal coordination properties, rendering them prospective for the design of dyes, photonic devices, ion sensors, molecular probes, etc. Furthermore, azomethine compounds bearing a phenolic moiety may exert antioxidant action. In this work, the antioxidant activity of the bis-substituted and mono-substituted phenolic azomethine dyes derived from 4,6-di-tert-butyl-2,3-dihydroxybenzaldehyde was determined in DPPH radical and ABTS cation radical scavenging assays, FRAP and CUPRAC metal reducing assays, and ferrous iron chelating activity assay.
View Article and Find Full Text PDFJ Colloid Interface Sci
December 2025
College of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou, China. Electronic address:
Organic materials have garnered increasing attention in aqueous zinc-ion batteries (AZIBs) owing to their structural tunability, diversity, and sustainability. Nevertheless, their practical applications in AZIBs cathode remain hindered by challenges including low capacity, short cycle lifespan, and ambiguous ion insertion mechanisms. Herein, we strategically eliminate intramolecular hydrogen bonds in quinone-based organic molecule indanthrone through oxidation method, transforming it into multi-active-site quinone-imine compound oxidized indanthrone (oIDT).
View Article and Find Full Text PDFMater Horiz
July 2025
Natural Sciences and Science Education, National Institute of Education, Nanyang Technological University, Singapore 637616, Singapore.
Aqueous ammonium-ion batteries (AAIBs) have attracted significant attention, with Prussian blue analogues (PBAs) emerging as promising cathode materials. Although Mn-PBA possesses multiple redox-active centers and high specific capacity in AAIBs, its limited structural stability and inadequate utilization of active sites continue to hinder its broader application. In this work, a novel, direct, and efficient strategy utilizing tannic acid (TA) is employed to achieve omnidirectional modulation of Mn-PBA, leading to the full exposure of active sites within the Mn-PBA-TA framework.
View Article and Find Full Text PDFChem Commun (Camb)
August 2025
College of Chemistry and Materials Science, Hebei University, The Flame Retardant Material and Processing Technology Engineering Research Center of Hebei Province, Baoding, Hebei, 071002, China.
The all-carbon chain polymer, synthesized Schiff-base reaction of biomass-derived monomers, enhances electron delocalization/mobility, achieving 3453 μmol g h HO yield. It reveals *OOH formation imine-quinone/hydroxyl synergy, guiding the design of low-cost biomass catalysts for green HO production.
View Article and Find Full Text PDFOrg Lett
June 2025
Department of Chemistry, Indian Institute of Technology Delhi, Hauz Khas, New Delhi, 110016, India.
Herein, we have demonstrated an acid-catalyzed reaction that selectively performs the -functionalization of anilines in a nondirected one-pot procedure. In addition to dramatically simplifying the synthesis of -substituted anilines, our approach has the advantage of the scalability and remarkable regioselectivity, including product derivatization. The control experiments provide insight into the reaction mechanism and the origin of -selectivity.
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