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7-fluoro-2-phenyl-4H-chromen-4-one is a chemical compound belonging to the class of flavones, characterized by a core structure of a 4H-chromen-4-one with a fluorine atom at the 7th position and a phenyl group at the 2nd position. 7-fluoro-2-phenyl-4H-chromen-4-one is known for its potential biological activities, such as antioxidant and anti-inflammatory properties, which are being studied for their implications in pharmaceutical applications. The presence of the fluorine atom can significantly influence the compound's reactivity and pharmacokinetics, making it an interesting subject for further research in drug development.

2558-17-0

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2558-17-0 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2558-17-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,5,5 and 8 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2558-17:
(6*2)+(5*5)+(4*5)+(3*8)+(2*1)+(1*7)=90
90 % 10 = 0
So 2558-17-0 is a valid CAS Registry Number.

2558-17-0Downstream Products

2558-17-0Relevant academic research and scientific papers

Dediazoniative functionalization of chromen-4-one and chromen-2-one diazonium-BF4 salts in BMIM-ILs. direct access to the [sbnd]F, [sbnd]I, [sbnd]OSO(CF3)[dbnd]NTf, and [sbnd]N(Tf)2 derivatives, and facile synthesis of chromenone azo-dyes by coupling to a

Agemura, Yuki,Gutierrez, Luisa F.,Laali, Kenneth K.

, (2020)

Chromenone-diazonium-BF4 salts were isolated as stable powders by diazotization of the 7-amino-derivatives with NaNO2/HBF4. The 7-Fluoro-derivatives were synthesized by fluorodediazoniation in [BMIM][PF6], while

Divergent synthesis of flavones and flavanones from 2′-hydroxydihydrochalconesviapalladium(ii)-catalyzed oxidative cyclization

Son, Seung Hwan,Cho, Yang Yil,Yoo, Hyung-Seok,Lee, Soo Jin,Kim, Young Min,Jang, Hyu Jeong,Kim, Dong Hwan,Shin, Jeong-Won,Kim, Nam-Jung

, p. 14000 - 14006 (2021/04/22)

Divergent and versatile synthetic routes to flavones and flavanonesviaefficient Pd(ii) catalysis are disclosed. These Pd(ii) catalyses expediently provide a variety of flavones and flavanones from 2′-hydroxydihydrochalcones as common intermediates, depending on oxidants and additives,viadiscriminate oxidative cyclization sequences involving dehydrogenation, respectively, in a highly atom-economic manner.

An efficient tandem synthesis of chromones from: O -bromoaryl ynones and benzaldehyde oxime

Zhang, Jing-Wen,Yang, Wan-Wan,Chen, Lu-Lu,Chen, Pei,Wang, Yan-Bo,Chen, Dan-Yun

, p. 7461 - 7467 (2019/08/20)

An effective transition-metal-free strategy was developed for the preparation of chromones from o-bromoaryl ynones and benzaldehyde oxime through sequential C-O bond formation. This cyclization reaction could well tolerate a wide range of functional groups, and the corresponding chromones were given in moderate to excellent yields. Mechanistically, benzaldehyde oxime as a hydroxide source and 1,3-diketone derivatives as reaction intermediates were involved in this transformation.

Application of trivalent iodine compounds as catalysts in Bal-Schiemann reaction

-

Paragraph 0154; 0159, (2018/10/19)

The invention discloses an application of trivalent iodine compounds shown in formula I and/or II in the description and used as catalysts in Bal-Schiemann reaction. The trivalent iodine compounds areused as the catalysts in the Bal-Schiemann reaction, so that the Bal-Schiemann reaction can be conducted at room temperature or near room temperature when a thermochemical method is used, and the reaction has mild reaction conditions, wide substrate use range and short reaction time, and is safe and easy to operate, products are easy to separate, and raw materials are simple and low in toxicity.

Hypervalent Iodine(III)-Catalyzed Balz–Schiemann Fluorination under Mild Conditions

Xing, Bo,Ni, Chuanfa,Hu, Jinbo

, p. 9896 - 9900 (2018/07/31)

An unprecedented hypervalent iodine(III) catalyzed Balz–Schiemann reaction is described. In the presence of a hypervalent iodine compound, the fluorination reaction proceeds under mild conditions (25–60 °C), and features a wide substrate scope and good functional-group compatibility.

A transition-metal-free fast track to flavones and 3-arylcoumarins

Golshani, Mostafa,Khoobi, Mehdi,Jalalimanesh, Nafiseh,Jafarpour, Farnaz,Ariafard, Alireza

supporting information, p. 10676 - 10679 (2017/10/06)

A highly regioselective and transition-metal free one-pot arylation of chromenones with arylboronic acids has been achieved employing K2S2O8. The procedure consists of a sequence of some reactions including an arylation/decarboxylation cascade and proceeds well in aqueous media to afford biologically interesting flavones and 3-arylcoumarins. This method exhibited excellent selectivity and functional group tolerance under mild conditions. The reaction also showed perfect efficacy for the preparation of styryl coumarins.

Synthesis of 4H-Chromen-4-one Derivatives by Intramolecular Palladium-Catalyzed Acylation of Alkenyl Bromides with Aldehydes

Yue, Yixia,Peng, Jinsong,Wang, Deqiang,Bian, Yunyun,Sun, Peng,Chen, Chunxia

, p. 5481 - 5486 (2017/05/24)

The palladium-catalyzed intramolecular acylation of alkenyl bromides and aldehydes was developed for an efficient synthesis of 4H-chromen-4-ones. With Pd(PPh3)4/Xphos as the catalyst and K2CO3 as the base, this protocol was applied to synthesize a small library of diversely functionalized flavonoids in moderate to good yields in 1,4-dioxane.

Method for synthesizing flavonoids compound in one step by virtue of catalysis of 1,3-dialkylimidazolium oxometallate

-

Paragraph 0089; 0090; 0091, (2016/10/08)

The invention discloses a method for synthesizing a flavonoids compound in one step by virtue of catalysis of 1,3-dialkylimidazolium oxometallate. The method is characterized by comprising the following steps: sequentially adding raw material benzaldehyde or benzaldehyde derivatives, raw material 2-hydroxyacetophenone or 2-hydroxyacetophenone derivatives, an ion liquid catalyst and an organic solvent into a reactor, stirring, heating to 50 to 90 DEG C, reacting for 2 to 7 hours at a constant temperature by taking oxygen or air as an oxidant, cooling, distilling under reduced pressure, carrying out the column chromatography, and re-crystallizing and separating to obtain the target product flavonoids compound. The method has the characteristics that the ion liquid is used as the catalyst, the yield of the flavonoids compound synthesized in one step reaches 85 percent or more, therefore, compared with the traditional synthetic method, the reaction flow is shortened, and the synthetic efficiency of the flavonoids compound is remarkably improved. The method has advantages of high product yield, low production cost, simple operation procedures, moderate reaction conditions and the like and is proved to be a novel method for high-efficiently synthesizing the flavonoids compound.

A Fluorinated Ligand Enables Room-Temperature and Regioselective Pd-Catalyzed Fluorination of Aryl Triflates and Bromides

Sather, Aaron C.,Lee, Hong Geun,De La Rosa, Valentina Y.,Yang, Yang,Müller, Peter,Buchwald, Stephen L.

supporting information, p. 13433 - 13438 (2015/11/09)

A new biaryl monophosphine ligand (AlPhos, L1) allows for the room-temperature Pd-catalyzed fluorination of a variety of activated (hetero)aryl triflates. Furthermore, aryl triflates and bromides that are prone to give mixtures of regioisomeric aryl fluorides with Pd-catalysis can now be converted to the desired aryl fluorides with high regioselectivity. Analysis of the solid-state structures of several Pd(II) complexes, as well as density functional theory (DFT) calculations, shed light on the origin of the enhanced reactivity observed with L1.

Convenient one-pot synthesis of chromone derivatives and their antifungal and antibacterial evaluation

Ghani, Sherif B. Abdel,Mugisha, Patrick J.,Wilcox, Juliet C.,Gado, Emad A. M.,Medu, Erere O.,Lamb, Andrew J.,Brown, Richard C. D.

, p. 1549 - 1556 (2013/05/22)

A one-pot method for the synthesis of chromone derivatives from the reaction of 2-hydroxyacetophenones with aliphatic or aromatic acid chlorides is reported. Esterification and Baker-Venkataraman rearrangement were promoted by t-BuOK, which was followed directly by acid-catalyzed cyclization in one pot. Some of 2-cyclohexyl- and 2-cyclohexylmethyl-substituted chromones displayed activity against plant pathogenic fungal strains. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications1 to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

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