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Usage

Uses

Used in Pharmaceutical Industry:
5-Fluoro-1-indanone is used as a precursor for the synthesis of thiosemicarbazones derived from 1-indanones. These thiosemicarbazones have potential applications as antimicrobial, antitubercular, and anticancer agents due to their ability to inhibit the growth of various microorganisms and cancer cells.
Used in Organic Synthesis:
5-Fluoro-1-indanone is also used in the synthesis of 6-fluoro-1,2,3,4-tetrahydroquinoline hydrochloride, which is an important intermediate in the preparation of various organic compounds and pharmaceuticals. The presence of the fluorine atom in the molecule allows for the development of new compounds with improved properties and potential applications in various fields.

InChI:InChI=1/C9H6F4O3/c10-8(11)9(12,13)16-6-3-1-2-5(4-6)7(14)15/h1-4,8H,(H,14,15)

Upstream product

• 347-93-3 3-chloro-4'-fluoropropiophenone 
• 458-45-7 3-(3-fluorophenyl)propionic acid 
• 148960-31-0 3-(3-fluorophenyl)propionyl chloride 
• 828267-47-6 1-bromo-4-fluoro-2-vinylbenzene 
• 462-06-6 fluorobenzene 
• 59223-73-3 diethyl 2-(3-fluorobenzyl)malonate 
• 37530-82-8 5-fluoro-indan 
• 425704-52-5 methyl 3-(3-fluorophenyl)propanoate 
• 87087-34-1 3-(3-fluorophenyl)acrylic acid methyl ester 
• 20595-30-6 3-fluorocinnamic acid 
• 456-48-4 3-Fluorobenzaldehyde 

Downstream Products

• 52085-92-4 5-fluoro-2,3-dihydro-1H-inden-1-ol 
• 111538-45-5 2-bromo-5-fluoro-1-indanone 
• 511533-08-7 1-(2',4'-dichlorophenyl)-6-fluoro-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylic acid 
• 511533-20-3 ethyl 1-(2',4'-dichlorophenyl)-6-fluoro-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylate 
• 628732-48-9 5-fluoro-indan-1-carboxylic acid 
• 905725-09-9 C₁₅H₁₀Cl₂O₂ 
• 162751-93-1 5-Fluoro-2-hydroxyimino-1-indanone 
• 162751-93-1 (E)-5-fluoro-2-(hydroxyimino)-2,3-dihydroinden-1-one 
• 935681-01-9 4-bromo-5-fluoro-2,3-dihydro-1H-inden-1-one 
• 2340-06-9 5-fluoro-2,3-dihydro-1H-inden-2-amine 
• 760995-19-5 5-morpholin-4-yl-2,3-dihydro-1H-inden-1-one 
• 868245-03-8 5-(piperazin-1-yl)-2,3-dihydro-1H-inden-1-one 
• 162751-93-1 5-fluoro-2-(hydroxyimino)-2,3-dihydro-1H-inden-1-one 
• 1178884-33-7 6-dimethylamino-3,4-dihydro-2H-isoquinolin-1-one 

Relevant academic research and scientific papers

Development of a Flow Photochemical Aerobic Oxidation of Benzylic C-H Bonds

A continuous mesofluidic process has been developed for benzylic C-H oxidation with moderate to good yields using a photocatalyst (riboflavin tetraacetate, RFT) activated by a UV lamp and an iron additive [Fe(ClO4)2] via incorporation of singlet oxygen (1O2) for the direct formation of oxidized C=O or CH-OH compounds.

Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid

Enantioselective [3+2] coupling of cyclic enamides with quinone monoimines was realised using a chiral phosphoric acid as a catalyst. This transformation allowed for the synthesis of highly enantioenriched polycyclic 2,3-dihydrobenzofurans (up to 99.9% ee). The absolute configuration of one product was determined by an X-ray crystal structural analysis. We also found a possible mechanism for this reaction.

17a-HYDROXYLASE/C17,20-LYASE INHIBITORS

The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5, R6, A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.

Catalytic asymmetric cross-dehydrogenative coupling: Activation of C-H bonds by a cooperative bimetallic catalyst system

A cooperative bimetallic catalyst system was applied in the catalytic asymmetric cross-dehydrogenative coupling of β-ketoesters and xanthene. Various optically active xanthene derivatives bearing a quaternary stereogenic carbon center were obtained in moderate to good yields (up to 90%) with excellent enantioselectivities (up to 99% ee). Meanwhile, a transition-state model was proposed to explain the origin of the asymmetric induction.

17α-HYDROXYLASE/C17,20-LYASE INHIBITORS

The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, where R1, R2, R3, R4, R5, R6, A and n are as defined herein. A deuteriated derivative of the compound of Formula (I) is also provided.

PREPARATION OF FIPAMEZOLE

The application relates to processes for preparing fipamezole and its pharmaceutically acceptable salts, and intermediates thereof. It also provides intermediate compounds of Formula III and Formula IV, and processes for their preparation.

Microwave-enhanced carbonylative generation of indanones and 3-acylaminoindanones

(Chemical Equation Presented). The development of microwave-accelerated protocols for palladium(0)-catalyzed carbonylative cyclization of unsaturated aryl bromides and chlorides is described. By employing o-bromostyryl derivatives lacking substituents on the vinylic bond, molybdenum hexacarbonyl-mediated in situ carbonylation delivered a set of indan-1-one products in high yield after only 20 min of heating. Without the addition of the tri-tert-butylphosphine releasing Fu-salt ((t-Bu)3PHBF4), only incomplete conversions of sluggish o-styryl bromides and chlorides were realized. Internal and chemoselective palladium(0)-catalyzed Heck arylations of enamides afforded suitable starting materials for subsequent rapid ring-closing reactions. Microwave-heated intramolecular in situ carbonylation of these electron-rich and sterically congested olefins conveniently afforded eight functionalized 3-acylaminoindanone derivatives in a novel synthetic process. Attempted carbonylative annulation of electron-poor o-bromocinnamic acid derivatives furnished only the corresponding lactones via a competing hydroxycarbonylation- Michael addition reaction sequence.

Polycyclic thiazolidin-2-ylidene amines, process for their preparation, and their use as pharmaceuticals

Polycyclic thiazolidin-2-ylidene amines and their physiologically tolerable salts and physiologically functional derivatives of the formula I in which the radicals have the meanings indicated, and their physiologically tolerable salts and a process for their preparation are described. The compounds are suitable, for example, as anorectics.

Monofluorinated derivatives of N-propargyl-1-aminoindan and their use as inhibitors of monoamine oxidase

N-propargyl-1-amonoindan monofluorinated in the phenyl ring and their use as selective inhibitors of monoamine oxidase (MAO). There are provided several processes for the preparation of these novel compounds. There are also provided as novel compounds