1514-15-4

Usage

Uses

Used in Material Science:
3-fluorofluoren-9-one is used as a building block for the synthesis of organic light-emitting diodes (OLEDs) and organic semiconductors due to its unique fluorescent properties and high thermal stability.
Used in Pharmaceutical Industry:
3-fluorofluoren-9-one is used as a potential candidate for the development of new drugs and therapies, leveraging its unique properties for innovative applications in medicine.

InChI:InChI=1/C13H7FO/c14-8-5-6-11-12(7-8)9-3-1-2-4-10(9)13(11)15/h1-7H

Upstream product

• 2714-91-2 5-fluoro-[1,1'-biphenyl]-2-carboxylic acid 
• 3800-06-4 2-amino-4'-fluorobenzophenone 
• 724-10-7 4-Fluoro-2-phenyl benzoic acid methyl ester 
• 343-40-8 3-fluoro-9H-fluorene 
• 78728-57-1 4-Fluoro-benzaldehyde-O-methyl-oxime 
• 71-43-2 benzene 
• 201230-82-2 carbon monoxide 
• 1548-28-3 2-<4-Fluor-benzoyl>-benzamid 
• 653-92-9 methyl 2-bromo-4-fluorobenzoate 
• 591-50-4 iodobenzene 
• 98-80-6 phenylboronic acid 
• 110407-59-5 1-bromo-2-chloro-4-fluorobenzene 
• 100-52-7 benzaldehyde 
• 403-43-0 4-fluorobenzoyl chloride 

Downstream Products

• 343-40-8 3-fluoro-9H-fluorene 
• 1253118-53-4 ethyl (3-{[4'-(2-acetoxyethoxy)-2,2',6'-trimethylbiphenyl-3-yl]methoxy}-9H-fluoren-9-ylidene)acetate 
• 1253118-50-1 ethyl (3-{[4'-(methoxymethoxy)-2,2',6'-trimethylbiphenyl-3-yl]methoxy}-9H-fluoren-9-ylidene)acetate 
• 1253118-45-4 3-{[4'-(methoxymethoxy)-2,2',6'-trimethylbiphenyl-3-yl]methoxy}-9H-fluoren-9-one 
• 1253117-01-9 sodium (3-{[4'-(2-hydroxyethoxy)-2,2',6'-trimethylbiphenyl-3-yl]methoxy}-9H-fluoren-9-yl)acetate 
• 1253116-99-2 ethyl (3-{[4'-(2-acetoxyethoxy)-2,2',6'-trimethylbiphenyl-3-yl]methoxy}-9H-fluoren-9-yl)acetate 
• 318-12-7 6-Fluor-2-amino-fluorenon-(9); =3-Fluor-7-amino-fluorenon-(9) 
• 105448-94-0 6-fluoro-10,10-diphenylphenanthren-9(10H)-one 
• 109684-91-5 3-fluoro-10,10-diphenylphenanthren-9(10H)-one 
• 362-89-0 3-Fluor-fluoren-9-ol 

Relevant academic research and scientific papers

Palladium catalyzed domino C-H activation strategy: An access to 9- fluorenones

Palladium catalyzed domino C-H functionalization reaction of arylaldehyde with dihaloarene has been developed to access 9-flourenone molecules. Bidentate ligand assisted strategy, single step reaction, high yield and excellent functional group tolerance make this method concise and effective for the synthesis of 9-flourenone. In addition, proposed method has been successfully employed to synthesise Tilorone in gram scale.

Palladium-catalyzed cyclocarbonylation of cyclic diaryliodoniums: Synthesis of fluorenones

An efficient approach to the synthesis of fluorenones via the palladium-catalyzed cyclocarbonylation of cyclic diaryliodoniums was developed. Our route enables facile access to fluorenones with various substituents in modest to high yields.

Synthesis of Fluoren-9-ones and Ladder-Type Oligo-p-phenylene Cores via Pd-Catalyzed Carbonylative Multiple C-C Bond Formation

A new route to various substituted fluoren-9-ones has been developed via an efficient Pd-catalyzed carbonylative multiple C-C bond formation. Under a CO atmosphere, using commercially available aryl halides and arylboronic acids as substrates, this three-component reaction proceeded smoothly in moderate to excellent yields with good functional-group compatibility. The mechanistic investigations suggested a sequential process for the reaction that forms o-bromobiaryls in the first stage followed by a cyclocarbonylation reaction. This chemistry has been successfully extended to construct ladder-type oligo-p-phenylene cores. (Chemical Equation Presented).

Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides

The catalytic intramolecular cyclization of acyl fluorides using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C-H bonds with acyl C-F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with fivemembered rings.

N-Hydroxyphthalimide-Mediated Electrochemical Denitrogenation of Aroylhydrazides to Generate Acyl Radicals and Their Applications in the Syntheses of Fluorenones

N-Hydroxyphthalimide (NHPI)-mediated electrochemical denitrogenation of aroylhydrazides is developed for the first time. The in situ generated acyl radicals could be intramolecularly trapped to give fluorenones with high efficiencies. This electrochemical

Method for synthesizing fluorenone ketone compound through molecular oxygen oxidation in water phase

Aiming at the technical problems that in the prior art a method for synthesizing a fluorenone ketone compound has organic solvent pollution and byproducts can be generated, the invention provides a method for synthesizing a fluorenone ketone compound through molecular oxygen oxidation in a water phase. The method comprises the following steps: by taking a fluorenone compound as a substrate, dispersing into an alkali solution, and at 40-120 DEG C, in the presence of oxygen, and with a water-soluble transition metal compound as a catalyst, stirring to carry out reactions, thereby obtaining the fluorenone ketone compound. By adopting the method, molecular oxygen is adopted as an oxidant, and water is adopted as a solvent, so that an organic solvent is avoided, and the problem that multiple byproducts are generated because of peroxidation can be avoided.

Metallocene compounds, and preparation and use thereof for synthesis of poly-alpha-olefins as lubricating base oil

The present invention relates to a metallocene compound, and preparation and use thereof, and the compound can be used as a catalyst for synthesis of poly-α-olefin as lubricating base oil. The metallocene compound includes a substituted aryl group, a bridged atom, an optionally unsubstituted, 3-mono-substituted or 3,6-disubstituted 5H-indeno [1,2-b] pyridyl group or optionally unsubstituted, 3-mono-substituted or 3,6-disubstituted 5H-indeno [1,2-b] thiopyranyl group, and a metal coordination group. As a catalyst, the metallocene compound is shown to be structurally stable and high in catalytic efficiency, and the preparation of the catalyst is relatively easy in operation, high in yield, low in cost, low in pollution and easy to scale up for industrial production.

Palladium-catalyzed synthesis of fluoreones from bis(2-bromophenyl)methanols

A palladium-catalyzed synthesis method of fluorenones has been developed. A variety of bis(2-bromophenyl)methanols could undergo the reaction smoothly in the presence of Pd(OAc)2, affording a series of fluorenones in moderate to good yields (two steps). Mechanistic studies reveal that the reaction might be triggered by oxidation of alcohol followed by intramolecular reductive coupling.

A 9 - fluorenylmethylchloroformate ketone and its T-shaped oligo phenylene skeleton the preparation method of compound

The invention relates to a preparation method for 9-fluorenone and T type oligomeric phenylene skeleton compounds. The method includes: under the condition of 90-100DEG C, in a toluene solution, taking palladium acetate and tricyclohexylphosphine as the catalytic system, and adopting cesium carbonate as alkali, reacting o-dihalogenated aromatic hydrocarbon with arylboronic acid or aryl boric acid ester under CO atmosphere for 12h, thus obtaining a series of 9-fluorenone and T type oligomeric phenylene skeleton compounds. The method provided by the invention adopts simple, economical and easily available raw materials as the substrate, under the CO balloon pressure, palladium catalyzed carbonylation three-component cascade reaction is carried out to realize synthesis of 9-fluorenone compounds. Through bifunctionalization, Pi conjugated system expanded T type oligomeric phenylene skeleton compounds that are difficult to realize by previous methods can be constructed by one step, and the compounds have very great application prospects in pharmaceutical synthetic intermediates and organic photoelectric material science.

Containing 3 mono-substituted or 3,6 di substituted fluorenyl metallocene and its preparation method and application (by machine translation)

The invention relates to a 3 mono-substituted or 3,6 b-substituted fluorene derivatives and [...] with the framework and the cross-linked metallocene compound and its preparation method and application. Wherein the preparation method comprises the following steps : (1) 3 mono-substituted or 3,6 di-substituted [...][...] in ether with the reaction to prepare fluorenyl/indenyl ligands lithium salt, (2) let fluorenyl/indenyl ligands of lithium salts with alkyl, alkenyl or an organic silyl halide reaction, in order to get the indenyl group in the 3 position with corresponding alkyl, alkenyl or an organic silyl halides of bridge fluorenyl/indenyl ligands ; (3) and a metal compound ligand the reaction may be carried out to obtain the corresponding metal complex metal cyclopentadienyl. The invention discloses a novel fluorenyl metallocene; the preparation method of this invention the synthetic steps are brief, the operation is simple, high yield, raw materials are easy, low cost, environmental pollution is small, is easy for industrial production. (by machine translation)