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A Cu(II)/BOX complex catalyses the enantioselective addition of difluorinated silyl enol ethers to acylpyridine -oxides. The reaction provides difluorinated chiral tertiary alcohols of great interest in medicinal chemistry. These compounds are obtained in moderate to excellent yields and with high enantioselectivities. The stereochemical outcome of the reaction has been explained by DFT calculations.
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http://dx.doi.org/10.1039/d2ob01763f | DOI Listing |
Chemistry
August 2025
Faculty of Science, Yamagata University, 1-4-12 Kojirakawa-machi, Yamagata, 990-8560, Japan.
Sulfur oxidation of thiophene rings is an effective strategy for constructing substituted and polycyclic arenes via Diels-Alder reactions, wherein each thiophene ring is converted into a benzene ring. In the context of converting helicenes into planar coronenes, tetrafluorinated thia[6]helicene S,S-dioxide undergoes a smooth intramolecular Diels-Alder reaction to afford the difluorinated coronene. However, the corresponding S-oxide counterpart is affected by competing side reactions that limit its utility.
View Article and Find Full Text PDFAdv Sci (Weinh)
August 2025
Dongguan Key Laboratory of Interdisciplinary Science for Advanced Materials and Large-Scale Scientific Facilities School of Physical Sciences, Great Bay University Dongguan, Guangdong, 523000, China.
Solid polymer electrolytes with high interfacial stability are considered among the most promising alternatives for replacing liquid electrolytes in high-voltage lithium (Li) metal batteries. However, their application faces significant challenges, such as random dendrite deposition, interfacial side reactions, and sluggish ion transport, leading to performance degradation and safety hazards. Herein, an inherently stable difluorinated polyether electrolyte (DPE) is proposed that exhibits superior interfacial stability and ion conductivity, enabling the reliable operation of high-voltage all-solid-state Li metal batteries (ASSLMBs).
View Article and Find Full Text PDFOrg Biomol Chem
August 2025
School of Pharmacy, Xinxiang University, Xinxiang, Henan 453000, P. R. of China.
The three-component reaction offers a convenient method for synthesizing difluorinated compounds. In this review, we classify and discuss synthetic methodologies developed over the past decade (2014-2024) into three categories: (a) radical reactions, (b) difluorocarbene-mediated fluorination, and (c) other reaction types, including those using nucleophilic and electrophilic fluorine reagents. Various reagents such as AgF, pyridine·9HF, Selectfluor II, TMSCF, TMSCFBr, TMSCFPO(OEt), RCF, (CFCO)O, ClCFH, ClCFCONa, CFHSONa, [PhPCFH]Br, ClCFCl, BrCFR, ICFCOAr, and BrCFCOEt will be discussed.
View Article and Find Full Text PDFChem Sci
July 2025
State Key Laboratory of Natural Medicines (SKLNM), Department of Medicinal Chemistry, School of Pharmacy, China Pharmaceutical University Nanjing 210009 P. R. China
Single-carbon-atom transfer reactions offer a powerful strategy for constructing complex molecular architectures by sequential assembly of substituents around the atomic carbon core. However, the limited availability of atomic carbon sources has significantly hindered progress in this field. Herein, we demonstrate a single-carbon atom transfer reaction utilizing commercially available TMSCFBr as an atomic carbon equivalent.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
August 2025
Institute of Transformative Bio-Molecules (ITbM), Nagoya University, Furo, Chikusa, Nagoya, 464-8601, Japan.
Regiodivergent synthesis is a powerful strategy for expanding chemical space. Given the significance of fluorine-containing molecules in pharmaceutical sciences, a regiodivergent [3+2] cycloaddition of gem-difluorocyclopropyl urea to olefins and [1.1.
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