Synthetic Approaches and Application of Representative Clinically Approved Fluorine-Enriched Anti-Cancer Medications DOI
Henan Liu,

Ying Zhu,

Yuan Chi

et al.

European Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 276, P. 116722 - 116722

Published: July 28, 2024

Language: Английский

Synthesis of new fluorinated sulfonates and their Schiff bases as anti-Alzheimer drug candidates: An in vitro-in silico study DOI
Reşit Çakmak, Eyüp Başaran, Selami Ercan

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: unknown, P. 141474 - 141474

Published: Jan. 1, 2025

Language: Английский

Citations

1
Fluorine in the pharmaceutical industry: Synthetic approaches and application of clinically approved fluorine-enriched anti-infectious medications DOI

Zhen-Xi Niu,

Jing Hu, Jinfeng Sun

et al.

European Journal of Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 271, P. 116446 - 116446

Published: April 26, 2024

Language: Английский

Citations

7
Controllable Fluorocarbon Chain Elongation: TMSCF2Br-Enabled Trifluorovinylation and Pentafluorocyclopropylation of Aldehydes DOI
An Liu, Xianghong Zhang, Feng Zhao

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(3), P. 1806 - 1812

Published: Jan. 9, 2024

Controllable fluorocarbon chain elongation (CFCE) is a promising yet underdeveloped strategy for the well-defined synthesis of structurally novel polyfluorinated compounds. Herein, direct and efficient trifluorovinylation pentafluorocyclopropylation aldehydes are described by using TMSCF

Language: Английский

Citations

6
High‐Valent Copper Catalysis Enables Regioselective Fluoroarylation of Gem‐Difluorinated Cyclopropanes DOI Creative Commons
Xiuli Wu,

Xiangyu Song,

Ying Xia

et al.

Advanced Science, Journal Year: 2024, Volume and Issue: 11(18)

Published: March 9, 2024

Abstract Transition‐metal (TM) catalyzed reaction of gem ‐difluorinated cyclopropanes ( ‐DFCPs) has drawn much attention recently. The generally occurs via the activation distal C─C bond in ‐DFCPs by a low‐valent TM through oxidative addition, eventually producing mono‐fluoro olefins as coupling products. However, achieving regioselective proximal that overcomes intrinsic reactivity catalysis remains elusive. Here, new mode enabled high‐valent copper catalysis, which allows exclusive congested is presented. achieves fluoroarylation uses NFSI (N‐fluorobenzenesulfonimide) electrophilic fluoro reagent and arenes C─H nucleophiles, enabling synthesis diverse CF 3 ‐containing scaffolds. It proposed species plays an important role possibly σ‐bond metathesis.

Language: Английский

Citations

6
A ratiometric fluorescent probe with 1,2,4-triazole recognition unit for fluoride ion detection based on synchronous fluorescence spectroscopy DOI
Na Jiang, Xiao Zhang, Yi Qu

et al.

Journal of Molecular Structure, Journal Year: 2024, Volume and Issue: 1308, P. 138108 - 138108

Published: March 20, 2024

Language: Английский

Citations

6
Unlocking the Power of Acyl Fluorides: A Comprehensive Guide to Synthesis and Properties DOI
Clémence Bonnefoy, Adrien Gallego, Clément Delobel

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(18)

Published: March 6, 2024

Abstract Acyl fluorides have emerged as versatile reagents in various synthetic endeavors, offering a range of advantages over their counterparts, acyl chlorides. This study delves into the properties and reactivity fluorides, particularly reaction with amines alcohols, to elucidate distinct characteristics. We also introduce facile practical synthesis from stable solution CF 3 O − salt. Additionally, we establish an efficient one‐pot process for direct preparation amides or esters corresponding acids showcasing remarkable efficiency these transformations.

Language: Английский

Citations

5
A ratiometric fluorescent dark box and smartphone integrated portable sensing platform based on hydrogen bonding induction for on-site determination of enrofloxacin DOI
Qi Pu,

Chumeng Wang,

Xinyue Yin

et al.

Food Chemistry, Journal Year: 2024, Volume and Issue: 455, P. 139876 - 139876

Published: May 28, 2024

Language: Английский

Citations

5
Electrochemical Fluorination of Organic Compounds Using a Hexafluorosilicate Salt as an Inexpensive and Widely Available Fluorine Source DOI

David M. Köpfler,

Gabriele Laudadio,

Clara Bovino

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: 27(4), P. 1084 - 1088

Published: Jan. 20, 2025

The introduction of fluorine into organic molecules is the utmost importance in preparation active pharmaceutical ingredients (APIs). While a wide range sources for synthesis have been used over past decades, associated safety risks, cost, or environmental impact are still serious limitations. Hexafluorosilicate salts one most inexpensive and readily available nucleophilic fluorine, but they so far not synthesis. Herein we report first example use hexafluorosilicate salt as reagent formation C-F bonds. We selected model reaction an electrochemical decarboxylative fluorination procedure. bis(5-ethyl-2-methylpyridin-1-ium) hexafluorosilicate(IV) was key to obtaining soluble reactive salt. This protocol enabled primary, secondary, tertiary aliphatic fluorides (22 examples) up 85% yield. method also successfully transferred flow electrolysis cell, demonstrating its robustness scalability. Finally, extended scope source by applicability benzylic C-H fluorination.

Language: Английский

Citations

0
Continuous Flow Decarboxylative Monofluoroalkylation Enabled by Photoredox Catalysis DOI Creative Commons

F Pasca,

Yuri Gelato,

Michael Andresini

et al.

JACS Au, Journal Year: 2025, Volume and Issue: 5(2), P. 684 - 692

Published: Feb. 2, 2025

Herein, we report a scalable and mild strategy for the monofluoroalkylation of wide array Giese acceptors via visible-light-mediated photoredox catalysis in continuous flow. The use flow technology significantly enhances productivity scalability, whereas mildness conditions functional group tolerance are ensured by leveraging 4CzIPN, transition-metal-free organic photocatalyst. Structurally diverse secondary tertiary monofluoroalkyl radicals can thus be accessed from readily available α-monofluorocarboxylic acids. Given reaction conditions, this protocol is also amenable to late-stage functionalization biologically relevant molecules such as menthol, amantadine, bepotastine, estrone derivatives, rendering it suitable application drug discovery programs, which introduction fluorinated fragments highly sought after. This method was extended enable reductive multicomponent radical-polar crossover transformation rapidly increase complexity assembled architectures single synthetic operation.

Language: Английский

Citations

0
Trifluoromethylation on a Nucleoside Sugar Scaffold: Design and Synthesis of 6′-Trifluoromethylcyclopentenyl-purine and -pyrimidine Nucleosides DOI

Jiyoon Song,

Vikas R. Aswar, Dnyandev B. Jarhad

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 26, 2025

Based on the promising biological activity of 6′-fluorocyclopentenyl-cytosine and -adenine, we report design synthesis 6′-trifluoromethylcyclopentenyl-pyrimidine -purine as potential antiviral agents. The introduction a trifluoromethyl (CF3) group onto sugar scaffold has been achieved using methyl fluorosulfonyldifluoroacetate (Chen's reagent) key step. resulting trifluoromethylated intermediate provides an efficient pathway for synthesizing various nucleoside analogues, facilitating expansion structure–activity relationship studies neplanocin A analogues.

Language: Английский

Citations

0