27200-79-9

Usage

Uses

Used in Pharmaceutical Industry:
(4-BROMO-PHENYL)-ACETALDEHYDE is used as a reagent for the synthesis of trisubstituted azetidin-2-one derivatives, which are known for their cytotoxic activity. These derivatives, such as cis-restricted combretastatin A-4 analogs, have potential applications in the development of anticancer drugs.

Upstream product

• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 135879-71-9 [(E)-2-(4-Bromo-phenyl)-vinyl]-carbamic acid methyl ester 
• 4412-42-4 1-Bromo-4-(2,2-dichloro-ethyl)-benzene 
• 16532-79-9 4-Bromophenylacetonitrile 
• 1005-62-5 4-tolyl vinyl ether 
• 106-40-1 4-bromo-aniline 
• 766-94-9 vinyl phenyl ether 
• 2028-85-5 (4-bromophenyl)diazonium chloride 
• 589-87-7 1,4-bromoiodobenzene 
• 14062-25-0 Ethyl 4-bromophenylacetate 
• 111-34-2 -butyl vinyl ether 
• 673-40-5 4-bromobenzenediazonium tetrafluoroborate 
• 32017-76-8 (+/-)-2-(4-bromophenyl)oxirane 
• 642081-60-5 sodium 2,3-epoxy-3-(4-bromophenyl)propionate 

Downstream Products

• 85964-37-0 1-bromo-4-(3-methyl-2-buten-1-yl)benzene 
• 72680-69-4 2--4'-bromostyrene 
• 1883-96-1 N-benzylidenepyridin-2-amine 
• 936494-74-5 2-(4-bromophenyl)-2-(hydroxymethyl)propane-1,3-diol 
• 1006606-06-9 CF₃O₃S^(1-)*C₂₄H₁₈Br₂N⁽¹⁺⁾ 
• 1352708-06-5 2-(4-bromophenyl)-N-(4-cyanophenyl)-2-oxoacetamide 
• 1565756-66-2 N¹-(4-bromophenethyl)-N³,N³-dimethylpropane-1,3-diamine 
• 1584128-35-7 (2S,3S)-3-[N-(tert-butoxycarbonyl)amino]-3-(furan-2-yl)-2-(4-bromophenyl)propanol 
• 1606138-26-4 C₁₆H₂₂BrNO₃ 
• 1606138-27-5 C₁₆H₂₂BrNO₃ 
• 1606138-28-6 tert-butyl (2R,3R)-1-(4-bromophenyl)-3-methyl-4-oxobutan-2-ylcarbamate 
• 1606138-40-2 C₁₆H₂₂BrNO₃ 
• 1284251-50-8 4-bromobenzoic acid [1,4]dioxan-2-yl ester 
• 13178-00-2 4-(4-bromophenyl)-1-phenyl-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Gold nanoparticles supported on magnesium oxide nanorods for oxidation of alcohols

Gold nanoparticles supported on magnesium oxide nanorods (Au-MgO) have been synthesised by a solution based chemical reduction method. Au-MgO nanorods were found to be an efficient heterogeneous catalyst for oxidation of alcohols with hydrogen peroxide in aqueous medium at room temperature. To find out the best reaction conditions for oxidation, optimization of catalyst quantity, solvent, mole equivalence of hydrogen peroxide were carried out. The scope of the reaction was extended to several aromatic and aliphatic alcohols, product yields were quantified by gas chromatography (GC) and GC/mass spectroscopy. Heterogeneity and reusability tests were performed. The use of water as a solvent and hydrogen peroxide as co-catalyst at room temperature makes the reaction interesting from sustainable development point of view.

Molybdenum tricarbonyl complex functionalised with a molecular triazatriangulene platform on Au(111): Surface spectroscopic characterisation

Transition metal complexes form the basis for small molecule activation and are relevant for electrocatalysis. To combine both approaches the attachment of homogeneous catalysts to metallic surfaces is of significant interest. Towards this goal a molybdenum tricarbonyl complex supported by a tripodal phosphine ligand was covalently bound to a triazatriangulene (TATA) platform via an acetylene unit and the resulting TATA-functionalised complex was deposited on a Au(111) surface. The corresponding self-assembled monolayer was characterised with scanning tunnelling microscopy (STM), X-ray photoelectron spectroscopy (XPS), and near-edge X-ray absorption fine structure (NEXAFS). The vibrational properties of the surface-adsorbed complexes were investigated with the help of infrared reflection absorption spectroscopy (IRRAS), and the frequency/intensity changes with respect to the bulk spectrum were analysed. A full vibrational analysis was performed with the help of DFT.

Regioselective, Diastereoselective, and Enantioselective One-Pot Tandem Reaction Based on an in Situ Formed Reductant: Preparation of 2,3-Disubstituted 1,5-Benzodiazepine

The 1,5-benzodiazepines are important skeletons frequently contained in medicinal chemistry. Herein, we described an unexpected tandem cyclization/transfer hydrogenation reaction for obtaining chiral 2,3-disubstituted 1,5-benzodiazepines. The enolizable aryl aldehydes were chosen as substrates to react with symmetric and unsymmetric o-phenylenediamines. The unforeseen tandem reaction occurred among many possible latent side reactions under chiral phosphoric acid catalysis and affords the corresponding products in moderate yields and regioselectivities, good diastereoselectivities, and enantiomeric ratio (up to 99:1).

Kinetic Resolution of Neopentylic Secondary Alcohols by Cu-H-Catalyzed Enantioselective Silylation with Hydrosilanes

A nonenzymatic kinetic resolution of sterically congested alcohols having a quaternary carbon atom in the β-position is reported. The catalyst system CuCl/NaOtBu/(R,R)-Ph-BPE together with a 3,5-xylyl-substituted tertiary hydrosilane enable enantioselective silylation of the hydroxy group. Several alcohols are obtained with good to excellent selectivity factors, and there are no other known straightforward methods to access these motifs.

High-Level Production of Phenylacetaldehyde using Fusion-Tagged Styrene Oxide Isomerase

An order-of-magnitude improvement in the production of phenylacetaldehyde to 3.37 M (405 g L?1) from the enzymatic isomerisation of styrene oxide was achieved. A small ubiquitin-related modifier (SUMO) tag increases the productivity of the whole-cell biocatalytic system by enhancing the expression of active membrane-bound styrene oxide isomerase (SOI) while retaining enzyme catalytic efficiency and broad natural substrate scope. The isomerisation was performed by using Escherichia coli expressing SUMO-tagged SOI in an organic-aqueous biphasic system to yield 96% of phenylacetaldehyde. (Figure presented.).

B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of: In situ -formed enamines

A highly efficient B(C6F5)3-catalyzed tandem protonation/deuteration and reduction of in situ-formed enamines in the presence of water and pinacolborane was developed. Regioselective β-deuteration of tertiary amines was achieved with high chemo- and regioselectivity. D2O was used as a readily available and cheap source of deuterium. Mechanistic studies indicated that B(C6F5)3 could activate water to promote the protonation and reduction of enamines. This journal is

Aerobic epoxidation of styrene over Zr-based metal-organic framework encapsulated transition metal substituted phosphomolybdic acid

Catalytic epoxidation of styrene with molecular oxygen is regarded as an eco-friendly alternative to producing industrially important chemical of styrene oxide (STO). Recent efforts have been focused on developing highly active and stable heterogeneous catalysts with high STO selectivity for the aerobic epoxidation of styrene. Herein, a series of transition metal monosubstituted heteropolyacid compounds (TM-HPAs), such as Fe, Co, Ni or Cu-monosubstituted HPA, were encapsulated in UiO-66 frameworks (denoted as TM-HPA@UiO-66) by direct solvothermal method, and their catalytic properties were investigated for the aerobic epoxidation of styrene with aldehydes as co-reductants. Among them, Co-HPA@UiO-66 showed relatively high catalytic activity, stability and epoxidation selectivity at very mild conditions (313 K, ambient pressure), that can achieve 82 % selectivity to STO under a styrene conversion of 96 % with air as oxidant and pivalaldehyde (PIA) as co-reductant. In addition, the hybrid composite catalyst can also efficiently catalyze the aerobic epoxidation of a variety of styrene derivatives. The monosubstituted Co atoms in Co-HPA@UiO-66 are the main active sites for the aerobic epoxidation of styrene with O2/PIA, which can efficiently converting styrene to the corresponding epoxide through the activation of the in-situ generated acylperoxy radical intermediate.

ANTIMICROBIAL COMPOUNDS AND METHODS

The invention is directed to compounds that are active as antibacterial agents. The invention compounds are active against gram-positive and gram-negative bacteria and can be used to treat infections caused by gram-positive and gram-negative bacteria. Also disclosed are processes and intermediates for making the compounds.

Deoxygenation of Epoxides with Carbon Monoxide

The use of carbon monoxide as a direct reducing agent for the deoxygenation of terminal and internal epoxides to the respective olefins is presented. This reaction is homogeneously catalyzed by a carbonyl pincer-iridium(I) complex in combination with a Lewis acid co-catalyst to achieve a pre-activation of the epoxide substrate, as well as the elimination of CO2 from a γ-2-iridabutyrolactone intermediate. Especially terminal alkyl epoxides react smoothly and without significant isomerization to the internal olefins under CO atmosphere in benzene or toluene at 80–120 °C. Detailed investigations reveal a substrate-dependent change in the mechanism for the epoxide C?O bond activation between an oxidative addition under retention of the configuration and an SN2 reaction that leads to an inversion of the configuration.

Synthesis of Arylacetaldehydes by Iridium-Catalyzed Arylation of Vinylene Carbonate with Arylboronic Acids

The one-step synthesis of arylacetaldehydes by carbon–carbon bond formation between formylmethyl and aryl groups has been realized by the reaction of vinylene carbonate with arylboronic acids in the presence of an iridium/bisphosphine catalyst and a catalytic amount of tetrahydroxydiboron.