212626-88-5

Upstream product

• 57775-10-7 rac-2-(2-bromophenyl)propanenitrile 
• 201230-82-2 carbon monoxide 
• 2039-88-5 2-bromostyrene 
• 2142-69-0 2-bromophenyl methyl ketone 
• 177756-64-8 2-(2-bromophenyl)-N-methoxy-N-methylacetamide 
• 18698-97-0 ortho-bromophenylacetic acid 
• 71095-28-8 2-Bromo-α-methylstyrene Oxide 
• 19472-74-3 2-(2-bromophenyl)acetonitrile 

Downstream Products

• 212626-94-3 4-(2-bromophenyl)pent-2-enoic acid ethyl ester 
• 153899-60-6 2-(2-Bromphenyl)-propionaldehyd-dimethylacetal 
• 1440418-49-4 (R)-di-tert-butyl 1-(2-(2-bromophenyl)-1-oxo-propan-2-yl)hydrazine-1,2-dicarboxylate 
• 212626-99-8 4-(2-bromophenyl)pentanoic acid ethyl ester 
• 328527-32-8 6-amino-4-[1-(2-bromo-phenyl)-ethyl]-6'-morpholin-4-yl-[2,3']bipyridinyl-5-carbonitrile 
• 1296698-77-5 (S)-di-tert-butyl 1-(2-(2-bromophenyl)-1-oxopropan-2-yl)hydrazine-1,2-dicarboxylate 

Relevant academic research and scientific papers

Metal supported on dendronized magnetic nanoparticles: Highly selective hydroformylation catalysts

A method for homogenizing heterogeneous catalyst is described. The method is based on growing polyaminoamido (PAMAM) dendrons on silica-coated magnetic nanoparticles. After the dendronizing process, the silica-coated magnetic nanoparticles are more stable and more soluble in organic solvents. The dendronized particles are phosphonated, complexed with [Rh(COD)Cl]2, and applied in catalytic hydroformylation reactions. These new catalysts are proven to be highly selective and reactive.

Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst

This work detailed the preparation of a class of water-soluble PNP ligands that differed by the nature of the substitute on phenyl ring of ligands. These ligands were incorporated into water-soluble rhodium-PNP complex catalysts that were used to regioselective hydroformylation of a series of terminal arylalkenes, providing efficient access to rac-α-aryl propionaldehydes in good to excellent yield (up to 97%) and branched-regioselectivity (up to 40:1 b/l ratio). Furthermore, gram-scale and diverse synthetic transformation demonstrated synthetic application of this methodology for non-steroidal antiinflammatory drugs.

Silyl-naphthalene endoperoxides as switchable sources of singlet oxygen for bactericidal activity

Singlet oxygen is a short half-life cytotoxic agent which can be generated by chemical and photochemical methods. In order to make use of its antibacterial action at a selected location, it is desirable to have singlet oxygen in a relatively stable, “caged” structure, in the form of an endoperoxide. Here, the trimethylsilyl (TMS) group supplies the steric bulk, inhibiting the cycloreversion reaction to produce very little singlet oxygen under ambient conditions. However, when fluoride ions are added as tetrabutylammonium fluoride, very rapid removal of the TMS group takes place, followed by the unhindered cycloreversion, releasing singlet oxygen much faster. The bactericidal action on surfaces was demonstrated usingE. coli, and imaged under fluorescence microscopy. Considering the issues related to emergence of antibiotic resistant bacterial strains, “on demand singlet oxygen” appears to be an exciting alternative.

FUNCTIONALIZED MAGNETIC NANOPARTICLE, A CATALYST, A METHOD FOR FORMING C-C BONDS

A functionalized magnetic nanoparticle including an organometallic sandwich compound and a magnetic metal oxide. The functionalized magnetic nanoparticle may be reacted with a metal precursor to form a catalyst for various C—C bond forming reactions. The catalyst may be recovered with ease by attracting the catalyst with a magnet.

Magnetic nanoparticle-supported ferrocenylphosphine: A reusable catalyst for hydroformylation of alkene and Mizoroki-Heck olefination

We present dopamine (dop) conjugated bis(diphenylphosphino)ferrocenylethylamine (BPPFA) functionalized magnetic nanoparticles (Fe3O4). A ferrocene ({η5-C5H4-PPh2}Fe{η5-C5H3-1-PPh2-2-CH(Me)NH-CH2-CH2-4Ph-1,2-OH}) ligand (dop-BPPF) has been prepared by reaction of (1-[1′,2-bis(diphenylphosphino)-ferrocenyl]ethyl acetate) and dopamine hydrochloride to form dop-BPPF, which was characterized by NMR, IR, FTIR, EA and FAB-MS. This ligand was anchored on ultrasmall (6-8 nm) magnetic nanoparticles (MNP) to yield Fe3O4@dop-BPPF. The resulting ferrocenylphosphine on magnetic nanoparticles was characterized by SEM, EDS, XRD, TEM, TGA, and VSM. The magnetic nature of the materials was investigated. Fe3O4@dop-BPPF exhibits very high catalytic activity for the Pd-catalyzed Mizoroki-Heck reaction and exceptionally high regioselectivity for the Rh-catalyzed hydroformylation reaction with branched aldehydes (up to > 99%). The potential of this Fe3O4@dop-BPPF as a reusable catalyst has been studied for the Mizoroki-Heck reaction, and this catalyst was robustly active even after eleven consecutive cycles.

Regioselective Synthesis of 1,2- and 1,4-Dihydroquinolines by Palladium-Catalyzed Intramolecular N-Arylation

A series of 1,2- and 1,4-dihydroquinolines has been successfully prepared. The Pd-catalyzed intramolecular N-arylation of Z-enamines, formally prepared by the Horner-Wadsworth-Emmons olefination, proceeded efficiently to furnish the cyclized products. Depending on the cyclization conditions, substituted 1,4-dihydroquinolines and further isomerized 1,2-dihydroquinolines were independently obtained in high yields with an excellent control of isomerization of the double bond.

β-tert-Butyl aspartate as an organocatalyst for the asymmetric α-amination of α,α-disubstituted aldehydes

The enantioselective α-amination reaction of α,α- disubstituted aldehydes can lead to a variety of enantioenriched amino aldehydes, amino alcohols, and amino acids. After screening a variety of amino acids and their derivatives, we identified a cheap, simple, commercially available aspartic acid derivative that can catalyze efficiently the reaction between α,α-disubstituted aldehydes and dialkyl azodicarboxylates. The reaction proceeds smoothly leading to the corresponding α-aminated adducts in moderate to quantitative yields and moderate to high enantioselectivities (up to 96% ee). Finally, the conversion of these adducts to α,α-disubstituted quaternary amino acids is also described.

A 1,3-carbonyl shift in the platinum-catalyzed aromatization of 2-epoxy-1-(methoxyalk-2-ynyl)benzenes

A platinum-catalyzed reaction involving new aromatization/1,3-carbonyl shift cascade of 2-epoxy-1-(methoxyalk-2-ynyl)benzenes is reported. This skeletal rearrangement is mechanistically significant because it involves a remarkable 1,3-carbonyl shift to complete the aromatization and to regenerate the catalyst.