96557-30-1

Usage

Uses

Used in Pharmaceutical Industry:
2-(2-Bromophenyl)acetaldehyde is used as a key intermediate in the synthesis of various pharmaceutical compounds for the development of new drugs. Its unique structure allows for the formation of diverse chemical entities with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 2-(2-Bromophenyl)acetaldehyde is utilized as a building block for the preparation of a wide range of organic compounds, including phenanthrenes and other aromatic systems. Its reactivity and functional group compatibility make it a valuable component in the creation of complex molecular architectures.
Used in Chemical Research:
2-(2-Bromophenyl)acetaldehyde also finds application in chemical research, where it is employed as a model compound to study various reaction mechanisms and explore new synthetic methodologies. Its unique properties and reactivity provide insights into the behavior of similar compounds and contribute to the advancement of organic chemistry.

Upstream product

• 2039-88-5 2-bromostyrene 
• 130089-22-4 3-(2-Bromphenyl)-2-oxirancarbonsaeure 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 130089-19-9 1-bromo-2-(2-methoxyethenyl)benzene 
• 18698-97-0 ortho-bromophenylacetic acid 
• 130089-21-3 Methyl-3-(2-bromphenyl)-2-oxirancarboxylat 
• 107408-16-2 3-(o-bromophenyl)propanal 
• 583-55-1 1-Bromo-2-iodobenzene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 4009-98-7 (methoxymethyl)triphenylphosphonium chloride 
• 57486-69-8 methyl 2-(2-bromophenyl)acetate 
• 130089-23-5 trans-1-Brom-2-(2-methoxyvinyl)-benzol 
• 87-91-2 diethyl (2R,3R)-tartrate 
• 112396-13-1 2-(2-bromophenyl)acetaldehyde dimethyl acetal 

Downstream Products

• 141438-47-3 2-(2-bromophenyl)-N-methylacetamide 
• 220936-35-6 (2S,4S,5R)-(-)-2-(2-bromobenzyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidine 
• 210408-48-3 1-(2-bromophenyl)-2-propanol 
• 915025-70-6 N-methyl-N-(2-(2-bromophenyl)ethyl)amine 
• 141438-37-1 N-methyl-N-<(2-bromophenyl)ethyl>-N'-tert-butylformamidine 
• 112396-13-1 2-(2-bromophenyl)acetaldehyde dimethyl acetal 
• 934355-54-1 C₂₀H₂₂BrNO₄ 
• 839673-82-4 1-(2'-bromobenzyl)-N-tert-butyloxycarbonyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline 
• 1454883-65-8 1-(2-bromobenzyl)-6,7-dimethoxyisochroman 
• 1603949-60-5 (E)-5-bromo-2-(2-bromophenyl)-N¹,N³-bis(4-bromophenyl)-N³-(2-bromostyryl)-1,2,3,4-tetrahydronaphthalene-1,3-diamine 
• 163772-78-9 1-(2-bromophenyl)-4-phenylbut-3-yn-2-ol 

Relevant academic research and scientific papers

Intramolecular Anti-Carbolithiation of Alkynes: Stereo-Directing Effect of Lithium-Coordinating Substituents

This paper presents the results of our investigations on the stereochemical course of intramolecular carbolithiation of alkynes. It is shown that the presence of a lithium-chelating propargylic substituent completely reverses the otherwise favored syn-pro

INHIBITORS OF (ALPHA-V)(BETA-6) INTEGRIN

Disclosed are small molecule inhibitors of ανβ6 integrin, and methods of using them to treat a number of diseases and conditions. Applicants have discovered novel ανβ6 integrin inhibitor compounds and evaluated the possession, performance and utility of r

Peroxygenase-Catalysed Epoxidation of Styrene Derivatives in Neat Reaction Media

Biocatalytic oxyfunctionalisation reactions are traditionally conducted in aqueous media limiting their production yield. Here we report the application of a peroxygenase in neat reaction conditions reaching product concentrations of up to 360 mM.

Construction of 1,3-Dithio-Substituted Tetralins by [1,5]-Alkylthio Group Transfer Mediated Skeletal Rearrangement

A novel skeletal rearrangement involving a [1,5]-alkylthio group transfer/cyclization sequence is described. Treatment of benzylidene malonates having a thioketal moiety at the homobenzyl position with a catalytic amount of Sc(OTf)3 afforded alkylthio group rearranged adducts in good chemical yields. Detailed investigation of the reaction mechanism revealed that an intramolecular conjugate addition/ring opening sequence (not through-space transfer) is the key to achieving this reaction.

Stereoselective synthesis of 3,4-di-substituted mercaptolactones via photoredox-catalyzed radical addition of thiophenols

A visible light mediated radical addition of thiophenols on 4-phenylbut-3-enoic acids to give diastereoselective synthesis of 3,4-disubstituted γ-lactones is reported. The reaction precludes the conventional prerequisite of conjugate addition. Furthermore, the lactones were successfully utilized in the synthesis of γ-ketoamides.

FUSED IMIDAZOLE DERIVATIVES AS IDO/TDO INHIBITORS

The present application relates to compounds and methods for the modulation (e.g., inhibition) of the enzyme indoleamine 2,3-dioxygenase and/or tryptophan 2,3-dioxygenase (IDO/TDO), and methods of treating diseases and disorders in which IDO/TDO plays a r

Enantioselective Palladium-Catalyzed Intramolecular α-Arylative Desymmetrization of 1,3-Diketones

An efficient enantioselective protocol has been reported to build highly oxygenated and densely substituted bicyclo[m.n.1] skeletons through intramolecular asymmetric α-arylative desymmetrization of 1,3-diketones. Employing Pd catalyst and FOXAP ligand, various bicyclo[m.n.1] skeleton with different size can be accessed with high enantio- and diastereoselectivities. Utilizing the present method as a key step, formal asymmetric total synthesis of the (-)-parvifoline has been demonstrated.

Facile Synthesis of Polycyclic Aromatic Hydrocarbons: Br?nsted Acid Catalyzed Dehydrative Cycloaromatization of Carbonyl Compounds in 1,1,1,3,3,3-Hexafluoropropan-2-ol

The cycloaromatization of aromatic aldehydes and ketones was readily achieved by using a Br?nsted acid catalyst in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFIP). In the presence of a catalytic amount of trifluoromethanesulfonic acid, biaryl-2-ylacetaldehydes and 2-benzylbenzaldehydes underwent sequential intramolecular cationic cyclization and dehydration to afford phenacenes and acenes, respectively. Furthermore, biaryl-2-ylacetaldehydes bearing a cyclopentene moiety at the α-position underwent unprecedented cycloaromatization including ring expansion to afford triphenylenes. HFIP effectively promoted the cyclizations by suppressing side reactions presumably as a result of stabilization of the cationic intermediates.

Maleimide-assisted anti-Markovnikov Wacker-type oxidation of vinylarenes using molecular oxygen as a terminal oxidant

Arylacetaldehydes were successfully synthesized by the anti-Markovnikov Wacker-type oxidation of vinylarenes using 1 atm O2 as a terminal oxidant under mild conditions. Electron-deficient alkenes, such as maleic anhydride and maleimides, were effective additives and would operate as ligands to stabilize the Pd(0) species during the reaction.

Achiral pyrazinone-based inhibitors of the hepatitis C virus NS3 protease and drug-resistant variants with elongated substituents directed toward the S2 pocket

Herein we describe the design, synthesis, inhibitory potency, and pharmacokinetic properties of a novel class of achiral peptidomimetic HCV NS3 protease inhibitors. The compounds are based on a dipeptidomimetic pyrazinone glycine P3P2 building block in combination with an aromatic acyl sulfonamide in the P1P1′ position. Structure-activity relationship data and molecular modeling support occupancy of the S2 pocket from elongated R6 substituents on the 2(1H)-pyrazinone core and several inhibitors with improved inhibitory potency down to Ki = 0.11 μM were identified. A major goal with the design was to produce inhibitors structurally dissimilar to the di- and tripeptide-based HCV protease inhibitors in advanced stages of development for which cross-resistance might be an issue. Therefore, the retained and improved inhibitory potency against the drug-resistant variants A156T, D168V, and R155K further strengthen the potential of this class of inhibitors. A number of the inhibitors were tested in in vitro preclinical profiling assays to evaluate their apparent pharmacokinetic properties. The various R6 substituents were found to have a major influence on solubility, metabolic stability, and cell permeability.