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The Friedel-Crafts acylation of arenes is a fundamental reaction extensively employed in both academic research and industrial applications. A significant limitation of this reaction is the requirement for stoichiometric amounts of Lewis acid catalysts, which are typically sensitive and generate considerable waste. In this study, we present an improved catalytic approach for the Friedel-Crafts acylation of activated arenes. Using acyl chlorides and acid anhydrides as acylating agents, the reaction is efficiently catalyzed by 5 mol% iron(iii) chloride in propylene carbonate, an environmentally friendly solvent that outperforms traditional solvents in maintaining high reaction efficiency under catalytic conditions. This green methodology demonstrates high effectiveness and broad applicability, yielding aromatic ketones in good to excellent yields. Preliminary DFT calculations were carried out to rationalize the mechanism of the reaction.
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http://dx.doi.org/10.1039/d5ra03638k | DOI Listing |
Org Lett
September 2025
Department of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
Herein, we report the first asymmetric synthesis of cycloartobiloxanthone, a polycyclic dihydroxanthone natural product. Our convergent synthesis employs a rhodium-catalyzed C-H insertion reaction to construct the key fused tricyclic core with high enantioselectivity. Two fragments were joined together by a displacement reaction and a Friedel-Crafts acylation to generate the dihydroxanthone core.
View Article and Find Full Text PDFRSC Adv
August 2025
Laboratoire de Développement Chimique, Galénique et Pharmacologique des Médicaments, Faculté de Pharmacie de Monastir, Université de Monastir Rue Avicenne 5000 Monastir Tunisia
The Friedel-Crafts acylation of arenes is a fundamental reaction extensively employed in both academic research and industrial applications. A significant limitation of this reaction is the requirement for stoichiometric amounts of Lewis acid catalysts, which are typically sensitive and generate considerable waste. In this study, we present an improved catalytic approach for the Friedel-Crafts acylation of activated arenes.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2025
School of Polymer Science and Polymer Engineering, University of Akron, 170 University Ave., Akron, OH, 44325, USA.
Synthetic plastics sourced from petroleum have gained widespread use since the 1950s. Polystyrene (PS) is one of the most extensively used plastics, as it is colorless, has high mechanical strength, and exhibits excellent chemical and thermal stability; however, it is also one of the least recycled plastics because of the high cost and low profit in recycling. Herein, we demonstrate a mechanochemical recycling approach that allows PS to be efficiently degraded into benzene when it is ground in a ball mill with AlCl.
View Article and Find Full Text PDFNat Commun
August 2025
Beijing National Laboratory for Molecular Sciences, National Biomedical Imaging Centre, College of Chemistry and Molecular Engineering, Peking University, Beijing, China.
Atomically precise construction of ultra-small electronic devices meets the urgent need for further device miniaturisation and enables numerous electronic applications. In particular, single-molecule junctions are attractive because they serve as platforms for studying fundamental scientific laws at the single-molecule level and can be used to build functional devices. Here, we present a robust methodology using anisotropic hydrogen plasma etching of graphene and in situ Friedel-Crafts acylation reaction to construct, with atomic precision, uniform covalently bonded graphene-molecule-graphene (GMG) single-molecule junctions with clear zigzag graphene edges.
View Article and Find Full Text PDFNat Prod Res
July 2025
Department of Chemistry, School of Science, Indrashil University, Mehsana, Gujarat, India.
Herein, we demonstrate the first total synthesis of a natural product, 7-(3,4-dimethoxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)heptan-3-one using the commercially available starting materials 1,2- dimethoxy benzene and vanillin with 20% overall yield in 15 steps. The present synthesis employs classical reactions such as Friedel-Crafts acylation, Clemmensen reduction, halogenation, reduction of carboxylic acid, functional group interconversion and tosmic reagent followed by hydrolysis are the key steps. The natural product, 7-(3,4-dimethoxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)heptan-3-one was isolated from the husks of Green walnut ().
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