(Beta-trifluoromethyl)vinyl sulfonium salt as a novel three-carbon fluorinated building block was conveniently prepared from easily available (beta-trifluoromethyl)vinyl sulfide and diphenyl iodonium salt in excellent yield. This easily handled crystalline reagent displayed two types of useful transformation involving aziridination and vinylation to afford the corresponding trifluoromethylated compounds in excellent yields.
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http://dx.doi.org/10.1021/ol100768s | DOI Listing |
Mar Genomics
March 2025
International Research Center for Marine Biosciences, Ministry of Science and Technology, Shanghai Ocean University, Shanghai 201306, China; Shanghai Collaborative Innovation Center for Cultivating Elite Breeds and Green-Culture of Aquaculture Animals, Shanghai 201306, China.
Bacteria of the genus Sulfitobacter are widely distributed across various marine environments and play a vital role in the sulfur cycle. Sulfitobacter pontiacus WPMT18310 was isolated from water samples collected at a depth of 10,890 m in the Mariana Trench. In this study, we report the complete genome of S.
View Article and Find Full Text PDFOrg Biomol Chem
January 2025
Institute of Chemistry, Saint Petersburg State University, Universitetskaya Nab. 7/9, Saint Petersburg, 199034, Russian Federation.
The Schiff condensation between 4-methylbenzaldehyde and 2-aminopyridine, catalyzed by chloronium, bromonium, and iodonium triflates, as well as sulfonium, selenonium, and telluronium triflates, was investigated. H NMR monitoring revealed that the catalytic activity increased significantly with heavier σ-hole-bearing heteroatoms. DFT calculations showed that the maximum electrostatic potential at the σ-hole was a more reliable predictor of the catalytic activity of these organoelement species.
View Article and Find Full Text PDFChemSusChem
January 2025
Comenius University FNS: Univerzita Komenskeho v Bratislave Prirodovedecka fakulta, Organic chemistry, Mlynska dolina, Ilkovicova 6, 84215, Bratislava, SLOVAKIA.
Cross-coupling reactions are indispensable for the construction of complex molecular scaffolds. In this work, we developed a sustainable methodology for the cross-coupling reaction of arene thianthrenium salts with aryl boronic acids, which can be effectively realized under mechanochemical conditions. Liquid-assisted grinding (LAG) enabled fast and high-yielding synthesis of a range of biaryls via Pd/RuPhos-catalyzed cross-coupling.
View Article and Find Full Text PDFJ Med Chem
January 2025
Department of Pharmaceutical Sciences, Medicinal Chemistry Section "Pietro Pratesi", University of Milan, Via L. Mangiagalli 25, Milan 20133, Italy.
In the pressing quest of novel treatments for chronic pain, α7 nAChR silent agonists show efficacy as anti-inflammatory modulators and represent a promising strategy. Recent findings reveal that a sulfonium ion can replace the quaternary ammonium nitrogen as an alternative pharmacophore for nAChR silent activation. This study reports the design, synthesis, and electrophysiological evaluation of a new series of sulfonium-based derivatives inspired by the archetypal silent agonist NS6740.
View Article and Find Full Text PDFOrg Lett
January 2025
Gansu International Scientific and Technological Cooperation Base of Water-Retention Chemical Functional Materials, Key Laboratory of Eco-Environment-Related Polymer Materials Ministry of Education, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China.
Here, we present a three-component successive radical addition strategy for the preparation of complex noncanonical α-amino acids from easily available glycine derivatives, alkenes, and aryl sulfonium salts via a copper-catalyzed photoredox-neutral catalytic cycle. The utility of this method is further demonstrated by its application in late-stage site-selective modifications of glycine residues in short peptides. It is worth noting that only 1 mol % copper catalyst is required in this reaction, demonstrating high catalytic efficiency.
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