360575-28-6

Usage

Uses

Used in the Pharmaceutical Industry:
2-Bromo-6-fluorobenzaldehyde is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its unique combination of bromine and fluorine atoms allows for the creation of a wide range of drugs with specific therapeutic properties.
Used in the Agrochemical Industry:
In the agrochemical sector, 2-Bromo-6-fluorobenzaldehyde serves as a vital raw material for the development of new pesticides and other agrochemical products. Its structural characteristics enable the design of compounds with targeted pest control capabilities.
Used in the Dye Industry:
2-Bromo-6-fluorobenzaldehyde is also utilized as an important intermediate in the production of various dyes. The presence of the bromine and fluorine atoms, along with the aldehyde group, allows for the creation of dyes with specific color properties and improved performance characteristics.
Overall, 2-Bromo-6-fluorobenzaldehyde is a versatile compound with applications across multiple industries, including pharmaceuticals, agrochemicals, and dyes, due to its unique structural features and synthetic utility.

InChI:InChI=1/C7H4BrFO/c8-6-2-1-3-7(9)5(6)4-10/h1-4H

Upstream product

• 1073-06-9 3-fluorobromobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 109-72-8 n-butyllithium 
• 6630-33-7 ortho-bromobenzaldehyde 
• 107-31-3 Methyl formate 
• 446-52-6 2-Fluorobenzaldehyde 
• 64-19-7 acetic acid 
• 93-61-8 N-methyl-N-phenylformamide 

Downstream Products

• 4415-12-7 3-(2-bromo-6-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid 
• 1309606-36-7 N-[(2-bromo-6-fluorophenyl)methylidene]hydroxylamine 
• 608515-62-4 2-fluoro-6-prop-1-ynylbenzaldehyde 
• 693286-47-4 1-(2-bromo-6-fluoro-phenyl)-propan-1-ol 
• 19075-58-2 6-bromo-1-benzothiophene-2-carboxylic acid 
• 1034421-87-8 2-fluoro-6-(phenylethynyl)benzaldehyde 
• 261723-33-5 (2-bromo-6-fluorophenyl)methanol 
• 608515-45-3 2-fluoro-6-(2-(trimethylsilyl)ethynyl)benzaldehyde 
• 1171825-34-5 C₁₁H₁₀BrFO₂ 
• 1443227-35-7 C₁₄H₈ClFN₂O 
• 1443227-34-6 C₁₄H₉FN₂O 
• 110600-23-2 (Z)-2-(2-bromo-6-fluorophenyl)acetaldehyde oxime 
• 110600-24-3 (E)-2-(2-bromo-6-fluorophenyl)acetaldehyde oxime 
• 1438253-33-8 1-bromo-3-fluoro-2-(2-nitroethyl)benzene 

Relevant academic research and scientific papers

Latent Nucleophilic Carbenes

Using DFT and ab initio calculations, we demonstrate that noncyclic formamidines can undergo thermal rearrangement into their isomeric aminocarbenes under rather mild conditions. We synthesized the silylformamidine, for which the lowest activation energy in this process was predicted. Experimental studies proved it to serve as a very reactive nucleophilic carbene. The reactions with acetylenes, benzenes, and trifluoromethane proceeded via insertion into sp, sp2, and spCH bonds. The carbene also reacted with the functional groups, such as CHO, COR, and CN at double or triple bonds, displaying high mobility of the trimethylsilyl group. The obtained silylformamidine can be considered as a latent nucleophilic carbene. It can be prepared in bulk quantities, stored, and used when the need arises. Calculation results predict similar behavior for some other silylated formamidines and related compounds.

Dihydroisocoumarin derivative and preparation method and application thereof

The present invention discloses a dihydroisocoumarin derivative and preparation method and application thereof, the dihydroisocoumarin derivative having a structure as shown in formula (I) or (II). The method of preparing dihydroisocoumarin derivatives of

Dihydroisocoumarin derivative and preparation method and application thereof

The present invention discloses a dihydroisocoumarin derivative and preparation method and application thereof, the dihydroisocoumarin derivative having a structure as shown in formula (I) or (II). The method of preparing dihydroisocoumarin derivatives of

Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy

A facile and efficient monodentate transient directing group strategy was developed to enable the palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes. A broad scope of benzaldehydes were transformed into the desired products by employing 2-amino-5-chlorobenzotrifluoride as a monodentate transient directing group, demonstrating good functional group tolerance. Mild reaction conditions and no requirement for a silver salt are also features of this strategy.

Pd-Catalyzed, ortho C-H Methylation and Fluorination of Benzaldehydes Using Orthanilic Acids as Transient Directing Groups

The direct, Pd-catalyzed ortho C-H methylation and fluorination of benzaldehydes have been accomplished using commercially available orthanilic acids as transient directing groups. In these reactions, the 1-fluoro-2,4,6-trimethylpyridinium salts can be either a bystanding F+ oxidant or an electrophilic fluorinating reagent. An X-ray crystal structure of a benzaldehyde ortho C-H palladation intermediate was obtained using triphenylphosphine as the stabilizing ligand.

Variations on the Theme of JohnPhos Gold(I) Catalysts: Arsine and Carbene Complexes with Similar Architectures

Arsine and carbene gold(I) complexes with architectures closely related to those of 2-(di-tert-butylphosphino)biphenyl gold(I) complexes have been prepared and structurally characterized. As predicted, 2-(di-tert-butylarsine)biphenyl gold(I) complexes are more electrophilic catalysts in comparison to their phosphine analogues, whereas those based on 4-arylindazole behave similarly to NHC-gold(I) catalysts.

HETEROCYCLIC COMPOUNDS, PROCESS FOR PREPARATION OF THE SAME AND USE THEREOF

The present invention provides a heterocyclic compound represented by the formula (I), its stereoisomers, or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and their use in preparing a medicament for the prevention and/or treatment of central nervous system disease.

Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups

Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation, could be achieved on benzaldehyde substrates. The transient directing groups formed in situ via imine linkage can override other coordinating functional groups capable of directing C-H activation or catalyst poisoning, significantly expanding the scope for metal-catalyzed C-H functionalization of benzaldehydes. The utility of this approach is demonstrated through multiple applications, including late-stage diversification of a drug analogue.

Process for synthesizing 2-cyanogroup 3-fluorophenylboronic acid

The invention relates to a process for synthesizing 2-cyanogroup 3-fluorophenylboronic acid. According to the method, 3-bromofluorobenzene is used as a raw material, and takes a reaction with LDA and dimethylformamide in a tetrahydrofuran solvent to obtain 2-fluorine 6-bromobenzaldehyde; then, the 2-fluorine 6-bromobenzaldehyde and hydroxylamine hydrochloride take a reaction at 100 DEG C to obtain 2-fluorine 6-bromoxynil; finally, triisopropyl borate is added into the intermediate; n-butyllithium is dropwise added at -70 DEG C; reduced pressure distillation is performed to obtain 2-fluorine 6-bromophenylboronic acid. The process provided by the invention has the advantages that the operation is simple and convenient; the raw material can be easily obtained; the yield is high.

Tandem Pd-catalyzed C-C coupling/recyclization of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitro alkanes

The first successful synthesis of 1H-2,3-benzoxazine 3-oxides has been described. The efficiency of the approach is provided by the C-C-coupling of 2-(2-bromoaryl)cyclopropane-1,1-dicarboxylates with primary nitroalkanes catalyzed by Pd(dba)2/JohnPhos system followed by in situ recyclization of the intermediates. Several representative transformations allowing selective modification of the nitronate as well as malonate functionalities in the resulting compounds are demonstrated.