In this study, we developed mild conditions for the synthesis of an aryl thioether via aromatic substitution using aryl halides, which is a process that has rarely been studied. Aromatic substrates such as aryl fluorides activated with a halogen substituent are difficult to use for substitution reactions, but by using 18-crown-6-ether as an additive, these were successfully converted to their corresponding thioether products. Under the conditions we established, in addition to a wide variety of thiols, less-toxic and odorless disulfides could be used directly as nucleophiles at 0 to 25 °C.
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http://dx.doi.org/10.1248/cpb.c23-00232 | DOI Listing |
Int J Biol Macromol
January 2025
College of Medicine, Jiaxing University, Jiaxing 314001, PR China. Electronic address:
Ganoderma lucidum is a traditional Chinese medicine used to treat Alzheimer's disease (AD), whose main active ingredient is polysaccharides. A heteropolysaccharide named GLPZ-1 was isolated from Ganoderma lucidum. GLPZ-1 (6.
View Article and Find Full Text PDFNature
January 2025
Manchester Institute of Biotechnology, The University of Manchester, Manchester, UK.
Nucleophilic aromatic substitutions (SAr) are amongst the most widely used processes in the pharmaceutical and agrochemical industries, allowing convergent assembly of complex molecules through C-C and C-X (X = O, N, S) bond formation. SAr reactions are typically carried out using forcing conditions, involving polar aprotic solvents, stoichiometric bases and elevated temperatures, which do not allow for control over reaction selectivity. Despite the importance of SAr chemistry, there are only a handful of selective catalytic methods reported that rely on small organic hydrogen-bonding or phase-transfer catalysts.
View Article and Find Full Text PDFJ Hazard Mater
January 2025
School of Environmental Science and Engineering, Southwest Jiaotong University, Sichuan, Chengdu 611756, China. Electronic address:
The ultraviolet-activated peroxymosnofulate (UV/PMS) system, an effective advanced oxidation process for removing dissolved organic matter (DOM) from wastewater, is limited by high chloride ion (Cl) concentrations in landfill leachate. This study used Fourier transform ion cyclotron resonance mass spectrometry to explore the transformation of DOM in the UV/PMS system with a high Cl concentration. The results revealed that elevated Cl levels generate reactive chlorine species, including chlorine radicals, dichlorine radicals, and hypochlorous acid/hypochlorite, reducing the total organic carbon (TOC) removal efficiency of Suwannee River natural organic matter (SRNOM) from 78.
View Article and Find Full Text PDFWe report a series of dibenzyl isophthalates (DBIs) as novel hosts for room-temperature phosphorescence (RTP) host-guest systems, achieving RTP quantum yields (QY) of up to 77% or lifetimes of up to 21.0 s with the guest coronene- . Furthermore, a 4,4'-Br substituted DBI was used to form host-guest RTP systems with 15 different aromatic guest molecules, to tune the phosphorescence emission color from blue to red and to demonstrate the versatility of the host.
View Article and Find Full Text PDFChem Commun (Camb)
January 2025
Borch Department of Medicinal Chemistry, Purdue University, West Lafayette, IN, 47906, USA.
Fluoroalkyl arenes (Ar-R) are valuable substructures present in several FDA-approved drugs, patents, agrochemicals, and materials, and complementary strategies that enable access to a broad spectrum of Ar-R compounds benefit these applied fields. Herein, we report a deoxyfluoroalkylation-aromatization strategy to convert cyclohexanones into broad-spectrum Ar-R containing compounds. Generally, the fluoroalkyl sources were activated to participate in a 1,2-addition reaction followed by aromatization in a sequence that contrasts more common preparations of these Ar-R compounds, such as (i) transition-metal catalyzed cross-coupling reactions of aryl electrophiles and nucleophiles, and (ii) radical fluoroalkylation reactions of C-H bonds of arenes.
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