51417-63-1Relevant academic research and scientific papers
Ionic liquid-assisted grinding: An electrophilic fluorination benchmark
Zaikin, Pavel A.,Dyan, Ok Ton,Elanov, Innokenty R.,Borodkin, Gennady I.
, (2021/09/28)
We demonstrated the influence of liquid additives on the rate and selectivity of mechano-chemical fluorination of aromatic and 1,3-dicarbonyl compounds with F-TEDA-BF4. Substoichio-metric catalytic quantities of ionic liquids speed up the react
Decarboxylative Fluorination of Arylcarboxylic Acids Promoted by ortho-Hydroxy and Amino Groups
Wang, Dinghai,Yuan, Zheliang,Liu, Qilun,Chen, Pinhong,Liu, Guosheng
, p. 507 - 514 (2018/04/25)
A novel decarboxylative fluorination process has been developed for the synthesis of ortho-hydroxy/amino arylfluorides from salicylic acid analogs, in which the ortho-hydroxy/amino group plays an important role in the transformation. In addition, various arylfluorides are obtained in good to excellent yields under mild conditions.
1,1-Difluoronaphthalen-2(1H)-ones as building blocks for fluorinated tetraphenes
Dyan, Ok Ton,Zaikin, Pavel A.,Fadeev, Dmitry S.,Gatilov, Yuri V.,Borodkin, Gennady I.
, p. 88 - 93 (2018/03/24)
1,1-Difluoronaphthalen-2(1H)-ones were used as building blocks for synthesis of functionalized fluorinated tetraphenones via Diels-Alder reaction. Two effective methods of tetraphenone reductive aromatization were proposed. Fully aromatic stable fluorinat
Solvent-Free Fluorination of Electron-Rich Aromatic Compounds with F-TEDA-BF4: Toward “Dry” Processes
Zaikin, Pavel A.,Dyan, Ok Ton,Evtushok, Darya V.,Usoltsev, Andrey N.,Borodkin, Gennady I.,Karpova, Elena V.,Shubin, Vyacheslav G.
, p. 2469 - 2474 (2017/05/12)
An effective protocol for the solvent-free fluorination of electron-rich aromatic compounds with 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (F-TEDA-BF4) is described. The protocol allows the easy and efficie
SelectfluorTMon a PolyHIPE Material as Regenerative and Reusable Polymer-Supported Electrophilic Fluorinating Agent
Kawada, Kosuke,Okano, Koji,Iskra, Jernej,Krajnc, Peter,Cahard, Dominique
supporting information, p. 584 - 589 (2017/02/23)
The first recyclable polymer-supported electrophilic fluorinating agent was prepared by reaction of molecular fluorine with the triethylenediamine motif that is grafted onto a poly(4-vinylbenzyl chloride-co-divinylbenzene) polyHIPE material. The resulting
TRPM8 receptor antagonists
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Page/Page column 22, (2012/08/08)
Compounds acting as selective antagonists of Transient Receptor Potential cation channel subfamily M member 8 (hereinafter referred to as TRPM8), having formula: whereinR is selected from: - H, CN, NO2, SO2NH2, SO2NHR' and SO2NR'2, where R' is selected from linear or branched C1-C4 alkyl;X is selected from: - F, Cl, CH3, NH2 and OHY is selected from: - O, CH2, NH and SO2R1, R2, R3 and R4, indipendently one from the other, are selected from - H and linear or branched C1-C4 alkyl;Z is selected from: - NR6 and R6R7N+, where R6 and R7 indipendently one from the other, are selected from: ? H and linear or branched C1-C4 alkylR5 is a residue selected from: - H and linear or branched C1-C4 alkylHet is a heteroaryl group selected from - a substituted or not substituted pyrrolyl, a substituted or not substituted N-methylpyrrolyl, a substituted or not substituted thiophenyl, a substituted or not substituted furanyl and a substituted or not substituted pyridinyl. Said compounds are useful in the treatment of pathologies depending on TRPM8 activity such as pain, cancer, inflammation, ischaemia, neurodegeneration, stroke, psychiatric disorders, inflammatory conditions, urological disorders.
TRPM8 RECEPTOR ANTAGONISTS
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Page/Page column 35-36, (2012/08/08)
Compounds acting as selective antagonists of Transient Receptor Potential cation channel subfamily M member 8 (hereinafter referred to as TRPM8), having formula (I), wherein R is selected from: - H, Br, CN, NO2, SO2NH2, SO2NHR' and SO2NR'2, where R' is selected from linear or branched C1-C4 alkyl; X is selected from: - F, C1, C1-C3 alkyl, NH2 and OH Y is selected from: - O, CH2, NH and SO2 R1 and R2, independently one from the other, are selected from - H, F and linear or branched C1-C4 alkyl; R3 and R4, independently one from the other, are selected from - H and linear or branched C1-C4 alkyl; Z is selected from: - NR6 and R6R7N+, where R6 and R7 independently one from the other, are selected from: ? H and linear or branched C1-C4 alkyl R5 is a residue selected from: - H and linear or branched C1-C4 alkyl Het is a heteroaryl group selected from - a substituted or not substituted pyrrolyl, a substituted or not substituted N- methylpyrrolyl, a substituted or not substituted thiophenyl, a substituted or not substituted furyl and a substituted or not substituted pyridinyl. Said compounds are useful in the prevention and treatment of pathologies depending on TRPM8 activity such as pain, inflammation, ischaemia, neurodegeneration, stroke, psychiatric disorders, inflammatory conditions and urological disorders.
Fluorination of aromatic compounds with N-fluorobenzenesulfonimide under solvent-free conditions
Andreev,Borodkin,Shubin
scheme or table, p. 1468 - 1473 (2010/03/24)
Reactions of N-fluorobenzenesulfonimide with methylbenzenes, phenols, and phenol ethers were studied under solvent-free conditions. The rate constant ratio for the reactions with mesitylene and durene indicates polar mechanism of the process. Solvent-free fluorination of aromatic compounds with N-fluorobenzenesulfonimide in some cases is more selective than reactions with other N-F reagents in a solvent.
Fluorination of activated aromatic systems with Selectfluor F-TEDA-BF4 in ionic liquids
Heravi, Mohammad Reza Poor
, p. 217 - 221 (2008/09/17)
Selectfluor was shown to be soluble in ionic liquid, thus allowing the 'green' electrophilic fluorination of activated aromatic systems compounds in high chemoselectivity and yields.
Electrophilic fluorination with N,N′-difluoro-2,2′-bipyridinium salt and elemental fluorine
Adachi, Kenji,Ohira, Yutaka,Tomizawa, Ginjiro,Ishihara, Sumi,Oishi, Satoshi
, p. 173 - 183 (2007/10/03)
NNpm-Difluoro-22pm-bipyridiniu m bis(tetrafluoroborate) (MEC-31) was shown to be a highly reactive electrophilic fluorinating agent with the highest effective fluorine content in its class. We have developed the perfect recycled fluorination system with MEC-31 for the lower-cost industrial fluorination and for an environment. MEC-31 can be completely recycled including the counter-anion. We found the fluorination of 2-naphthol in liquid CO2 with MEC-31 in the presence of catalytic amount of NaOTf proceeded quantitatively without the generation of by-product. In the fluorination of 1,3-dicarbonyl compounds with elemental fluorine, we found the introduction method of fluorine gas would be very important in order to make a reaction efficient. As fluorination goes on, the quantity of 1,3-dicarbonyl compounds of the starting material is reduced gradually, and therefore the quantity of fluorine must be reduced by the method to control the flow rate or the concentration of fluorine gas diluted with nitrogen, together the fluorination to proceed efficiently.
