352-13-6

Usage

Chemical Properties

clear yellow to red-brown solution

Uses

Different sources of media describe the Uses of 352-13-6 differently. You can refer to the following data:
1. 4-Fluorophenylmagnesium bromide is used as a reagent for the introduction of the 4-Fluorophenyl group.
2. 4-Fluorophenylmagnesium bromide solution (Grignard reagent) can be used as a reagent in the synthesis of:Useful key intermediate in the synthesis of paroxetine.Arylsulfides via cross-coupling reaction with thiols.4-Arylmethyl-1-phenylpyrazole and 4-aryloxy-1-phenylpyrazole derivatives as androgen receptor antagonists.Grignard intermediate for preparing aprepitant.

InChI:InChI=1/C6H4F.BrH.Mg/c7-6-4-2-1-3-5-6;;/h2-5H;1H;/q;;+1/p-1/rC6H4FMg.BrH/c7-5-1-3-6(8)4-2-5;/h1-4H;1H/q+1;/p-1

Upstream product

• 7439-95-4 magnesium 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 78444-54-9 2-(2,4-dichloro-6-methoxyphenyl)-4,5-dihydro-4,4-dimethyloxazole 
• 15721-22-9 2,2-dimethylvaleroyl chloride 
• 101990-15-2 4-chlorophenyl 1-(1,2,4-triazol-1-yl)-cyclopropyl ketone 
• 352-34-1 4-fluoro-1-iodobenzene 
• 1068-55-9 isopropylmagnesium chloride 
• 207683-94-1 5-acetamido-phthalide 
• 109-54-6 3-(Dimethylamino)propyl chloride 
• 65399-05-5 5-amino-3H-isobenzofuran-1-one 
• 3612-18-8 N-ethyl-4-piperidone 

Downstream Products

• 7589-27-7 2-(4-Fluorophenyl)ethanol 
• 2266-65-1 (4-fluoro-phenyl)-[4]pyridyl ketone-imine 
• 3870-15-3 2-(4-fluoro-benzoyl)-[1]naphthoic acid 
• 3851-52-3 1-(4-fluoro-benzoyl)-[2]naphthoic acid 
• 362-55-0 (2-chlorophenyl)(4-fluorophenyl)methanol 
• 403-41-8 1-(4-Fluorophenyl)ethanol 
• 345-83-5 4-fluorobenzophenone 
• 426-81-3 (C₆H₅)3SnC₆H₄-p-F 
• 459-03-0 4-fluorophenyl acetone 
• 424-83-9 (+/-)-9r.10t-bis-(4-fluoro-phenyl)-9.10-dihydro-phenanthrenediol-(9.10c) 
• 350-40-3 2-(4-fluorophenyl)-1-propene 
• 379-55-5 bis(4-fluorophenyl)phenylmethanol 
• 455-17-4 (p-fluorophenyl)trimethylsilane 
• 582-82-1 (E)-1-(4-fluorophenyl)-2-buten-1-ol 

Relevant academic research and scientific papers

Processes for the Preparation of Zuclomiphene and Intermediates Thereof

The present invention provides processes for the preparation of zuclomiphene, as well as intermediates useful in the preparation thereof. In particular, processes are provided for the carbometallation of diphenylacetylene with a compound of Formula (3) to afford either zuclomiphene or an intermediate which is converted to zuclomiphene.

Room-Temperature Palladium(II)-Catalyzed Direct 2-Arylation of Indoles with Tetraarylstannanes

A palladium(II)-catalyzed direct 2-arylation of indoles by tetraarylstannanes with oxygen (balloon) as the oxidant at room temperature has been developed. Various tetraarylstannanes can be employed as aryl sources for 2-arylation of indoles in up to 89% yield, providing a practical and efficient catalytic protocol for accessing 2-arylindoles.

Nickel-Catalyzed Cross-Coupling of Functionalized Organo manganese Reagents with Aryl and Heteroaryl Halides Promoted by 4-Fluorostyrene

A catalytic system consisting of Ni(acac) 2 (5 mol%) and 4-fluorostyrene (20 mol%) allows a convenient cross-coupling of functionalized organomanganese reagents with a variety of aryl and heteroaryl halides leading to polyfunctionalized diaryl- and arylheteroarylmethane derivatives.

Design, synthesis and antifungal activity of novel selenochroman-4-one derivatives

A series of novel selenochroman-4-one derivatives bearing semicarbazone or nitrogen heterocycle was designed, synthesized, tested antifungal activity and characterized via 1H-NMR, 13C-NMR, and HRMS. The design of the compounds is based on the principle of molecule hybrid and bioisosterism. We aimed at attaching semicarbazones or nitrogen heterocycle to the selenochroman-4-one for enhancing antifungal activity. The antifungal activity of target compounds was evaluated using the microdilution broth method in vitro test. Bioassay results indicated that some of the derivatives displayed good fungistatic activity on Candida zeylanoides, Candida albicans, Cryptococcus neoformans, resistant to fluconazole strain 103 (Candida albicans), resistant to fluconazole strain 100 (Candida albicans) and strain SC5314 (Candida albicans). All the compounds exhibit antifungal activities against the tested funguses in different levels, among them, 7 compounds of antifungal activity against several funguses is better than that of the control drug fluconazole. Based on the results, preliminary structure activity relationships (SARs) were summarized to serve as a foundation for further investigation.

Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates

Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive SN2-like oxidative addition of a nickel complex to the electrophilic substrate.

Facile Hydrogenolysis of C(sp3)–C(sp3) σ Bonds

The modification of benzylic quaternary, tertiary, and secondary carbon centers through palladium-catalyzed hydrogenolysis of C(sp3)–C(sp3) σ bonds is presented. When benzyl Meldrum's acid derivatives bearing quaternary benzylic centers are treated under mild hydrogenolysis conditions – palladium on carbon and atmospheric pressure of hydrogen – aromatics substituted with tertiary benzylic centers and Meldrum's acid are obtained with good to excellent yield. Analogously, substrates containing tertiary or secondary benzylic centers yield aromatics substituted with secondary benzylic centers or toluene derivatives, respectively. Furthermore, this strategy is used for the high yielding synthesis of diarylmethanes. The scope of the reductive dealkylation reaction is explored and the limitations with respect to steric and electronic factors are determined. A mechanistic analysis of the reaction is described that consisted of deuterium labelling experiments and hydrogenolysis of enantioenriched derivatives. The investigation shows that the C(sp3)–C(sp3) σ bond-cleaving events occur through a hybrid SN1/SN2 mechanism, in which the palladium center displaces a carbon-based leaving group, namely Meldrum's acid, with inversion of configuration, followed by reductive elimination of palladium to furnish a C?H bond. (Figure presented.).

Preparation method of citalopram intermediate

The invention provides a preparation method of a citalopram intermediate, and belongs to the technical field of pharmaceuticals. In the method, 2-methyltetrahydrofuran is taken as a reaction solvent. Under the protection of nitrogen, a 4-fluorophenylmagnesium bromide solution Grignard reagent, 5-cyanophthalein and a N,N-dimethylpropyl magnesium chloride Grignard reagent are taken as raw materials. A reaction is carried out to synthesize 4-(4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrilehydrobromide. The method is characterized by high yield and high purity, and is suitable for industrial production.

Palladium-catalyzed aerobic oxidative double allylic C-H oxygenation of alkenes: A novel and straightforward route to α,β-unsaturated esters

A mild tandem oxidative functionalization of allyl aromatic hydrocarbons was accomplished using the catalytic system of Pd(OAc)2/DMA under 1 atm O2. The green twofold C-O bond formation involving double allylic C-H oxygenation unlocks opportunities for markedly different synthetic strategies. Moreover, the reaction affords aryl α,β-unsaturated esters directly from readily available terminal olefins in moderate to good yields with excellent chemo- and stereoselectivities.

ENDOPEROXIDES, SYNTHESIS AND USES THEREOF FOR THE TREATMENT OF NEOPLASTIC DISEASES SUCH AS CANCER

The present invention generally relates to processes and methods for the synthesis of endoperoxide compounds. More specifically, the invention relates to a method for preparing endoperoxide compounds starting from an aryl imine of formula (I) in the presence of a metallic catalyst and oxygen. The present invention also relates to endoperoxide compounds of formula (III) and their pharmaceutically acceptable salts thereof, useful for therapy. All substituents are defined herein. Also disclosed are methods of treating cancer using the compounds of formula (III).

Selective introducing of aryl and amino groups: Reaction of benzanthrone and organometallic reagents

The reaction of benzanthrone and aryl magnesium bromides produced 6-aryl-substituted benzanthrones in moderate to good yields. Similarly, 6-alkylaminobenzanthrones were selectively prepared by the reaction of benzanthrone and lithium alkylamides. In contrast, for the lithium arylamides, the arylamino groups were selectively introduced at the 4-position of the benzanthrone.