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A new combination of sulfonium salts has been investigated to cure opaque and thick carbon composite materials through photoinduced thermal frontal polymerization reaction. The photopolymerization occurs at the surface of the cycloaliphatic epoxide through the excitation of a triarylsulfonium salt and releases enough heat to decompose an alkyl-based sulfonium salt acting as a latent thermal initiator. Thus, a thermal front propagates into the medium leading to the polymerization of the whole sample. Thermal properties and optimal parameters are investigated to obtain frontal polymerization in the depth of the material. Front velocities were as high as 12.9 cm min and were found to increase with an increasing concentration of thermal sulfonium salt. The effect of an addition of carbon filler is investigated with a concentration of up to 50 wt%, which allows the formation of a composite material with a high content of carbon without the need for thermal post curing.
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http://dx.doi.org/10.1039/d0ra07561b | DOI Listing |
J Org Chem
September 2025
Guangxi Key Laboratory of Electrochemical and Magneto-Chemical Functional Materials, College of Chemistry and Bioengineering, Guilin University of Technology, Guilin 541004, China.
An unprecedented recyclable system of copper-catalyzed C-C/N coupling of isatins and DMSO without any oxidant and acidic/basic additive has been unlocked. The -isatins occur tandem -methylation and C5-methylthiomethylation in order, while -substituted isatins proceed C5-methylthiomethylation only. DMSO serves as Me and MeSCH sources as well as the solvent.
View Article and Find Full Text PDFOrg Lett
August 2025
School of Pharmacy, Nanjing University of Chinese Medicine, Nanjing 210023, China.
Aryl sulfinamides are valuable intermediates and functional motifs in organic synthesis, with broad utility in pharmaceutical and agrochemical development. However, their broader application has been limited by underdeveloped synthetic methods, often requiring conventionally prefunctionalized aryl/alkenyl halides or organometallic reagents, protected sulfinylamine reagents, and harsh reaction conditions. Herein, we report a photo/copper-catalyzed sulfinamidation of arenes and alkenes, employing aryl and alkenyl sulfonium salts as radical linchpins.
View Article and Find Full Text PDFChemMedChem
August 2025
School of Medicinal Chemistry, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing, 210009, P. R. China.
A series of sulfonium, selenonium, and ammonium salts featuring diverse benzylidene acetal side chain substituents are designed and synthesized. In contrast to the previous work, this study emphasized stereochemical inversion at the 3'-position and bioisosteric replacements at the sulfonium cationic center. In vitro α-glucosidase inhibition assays identified 20b, 20l, and 21b as potent inhibitors.
View Article and Find Full Text PDFChem Commun (Camb)
August 2025
State Key Laboratory of Fluorine and Nitrogen Chemistry and Advanced Materials, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
Over the past two decades, metalloporphyrin-catalyzed fluorinated carbene transfer reactions have achieved remarkable progress in the field of organofluorine chemistry. This review summarizes the applications of metalloporphyrins in catalyzing the transfer of fluorinated carbenes, including trifluoromethylcarbene, difluoromethylcarbene, monofluorocarbene and difluorocarbene, reported since 2006. The catalysts exhibit excellent activity, substrate adaptability, and selectivity, while the novel carbene precursors, such as sulfonium salts and sulfonylhydrazones enhance operational safety and reaction efficiency.
View Article and Find Full Text PDFChem Sci
August 2025
School of Chemistry and Material Sciences, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences Hangzhou 310024 China
Despite the significant applications of fluorinated cyclobutanes in industrial and diagnostic fields, efficient methods for synthesizing these valuable fluorinated structures remain limited. Here, we report a new difluoroalkylating reagent, 2-(difluoromethylene)cyclobutyl sulfonium salts (CB-DFASs). This reagent can be readily synthesized on a gram scale in three steps from readily available cyclobutanone enol silyl ether.
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