130405-71-9

Upstream product

• 14062-24-9 4-chloro-benzeneacetic acid, ethyl ester 
• 74-88-4 methyl iodide 
• 64-17-5 ethanol 
• 938-95-4 2-(4-Chloro-phenyl)-propionic acid 
• 140-88-5 ethyl acrylate 
• 1878-66-6 4-chlorophenylacetic Acid 
• 106-39-8 bromochlorobenzene 
• 535-13-7 2-chloro-propanoic acid, ethyl ester 
• 1073-67-2 4-vinylbenzyl chloride 
• 201230-82-2 carbon monoxide 

Downstream Products

• 938-95-4 2-(4-Chloro-phenyl)-propionic acid 
• 180293-46-3 ethyl 2-(4-chlorophenyl)-2-fluoropropanoate 
• 105879-63-8 (S)-4-chloro-α-methylphenylacetic acid 

Relevant academic research and scientific papers

2-(Halogenated Phenyl) acetamides and propanamides as potent TRPV1 antagonists

A series consisting of 117 2-(halogenated phenyl) acetamide and propanamide analogs were investigated as TRPV1 antagonists. The structure–activity analysis targeting their three pharmacophoric regions indicated that halogenated phenyl A-region analogs exhibited a broad functional profile ranging from agonism to antagonism. Among the compounds, antagonists 28 and 92 exhibited potent antagonism toward capsaicin for hTRPV1 with Ki[CAP] = 2.6 and 6.9 nM, respectively. Further, antagonist 92 displayed promising analgesic activity in vivo in both phases of the formalin mouse pain model. A molecular modeling study of 92 indicated that the two fluoro groups in the A-region made hydrophobic interactions with the receptor.

A Metallaphotoredox Strategy for the Cross-Electrophile Coupling of α-Chloro Carbonyls with Aryl Halides

Here, we demonstrate that a metallaphotoredox-catalyzed cross-electrophile coupling mechanism provides a unified method for the α-arylation of diverse activated alkyl chlorides, including α-chloroketones, α-chloroesters, α-chloroamides, α-chlorocarboxylic acids, and benzylic chlorides. This strategy, which is effective for a wide variety of aryl bromide coupling partners, is predicated upon a halogen atom abstraction/nickel radical-capture mechanism that is generically successful across an extensive range of carbonyl substrates. The construction and use of arylacetic acid products have further enabled two-step protocols for the delivery of valuable building blocks for medicinal chemistry, such as aryldifluoromethyl and diarylmethane motifs.

Synthesis and Applications of Unquaternized C-Bound Boron Enolates

A general and facile method to prepare unquaternized C-bound boron enolates by a ligand-controlled O-to-C isomerization is reported. Using this protocol, C-bound pinacolboron enolates have been isolated in pure form for the first time, and have been fully characterized by NMR spectroscopy and X-ray crystallography. In contrast to the general perception, such C-boron enolates are stable without coordinative saturation at the boron. Moreover, C-boron enolates present reactivities that are distinct from the O-boron enolates, and their applications in C-O and C-C bond formations are demonstrated.

A new method for production of chiral 2-aryl-2-fluoropropanoic acids using an effective kinetic resolution of racemic 2-aryl-2-fluoropropanoic acids

We report a new method for the preparation of chiral 2-aryl-2- fluoropropanoic acids, including 2-fluoroibuprofen, a fluorinated analogue of non-steroidal anti-inflammatory drugs (NSAIDs), by the kinetic resolution of racemic 2-aryl-2-fluoropropanoic acids using enantioselective esterification. By applying pivalic anhydride (Piv2O) as a coupling agent, bis(α-naphthyl)methanol [(α-Np)2CHOH] as an achiral alcohol, and (+)-benzotetramisole (BTM) as a chiral acyl-transfer catalyst, a series of racemic 2-aryl-2-fluoropropanoic acids were kinetically separated to afford the optically active carboxylic acids and the corresponding esters with good to high enantiomeric excesses. This technology can provide a convenient approach to furnish the chiral a-fluorinated drugs containing quaternary carbons at the α-positions in the 2-aryl-2-fluoropropanoic acid structure.

Immobilization of palladium acetate on ionic liquid copolymerized polystyrene: A way to eliminate inhibiting effect of imidazolium chloride and enhance catalytic performance

Immobilization of palladium acetate on a novel polymeric support that is prepared by copolymerization of 3-butyl-1-vinylimidazolium chloride with styrene is demonstrated to be an effective way to eliminate inhibiting effect of imidazolium chloride and enhance catalytic performance. Copyright

Facile synthesis of highly congested 1,2-diphosphinobenzenes from bis(phosphine)boronium salts

(Chemical Equation Presented) Bis(phosphine)boronium salts 3a-c were designed and prepared as key building blocks for the synthesis of highly congested diphosphinobenzenes. The preparation of sterically hindered ortho-phenylene-bridged diphosphines 1a-c was achieved by the reaction of the bis(phosphine)boronium salts 3a-c with difluorobenzenechromium complex 2 and subsequent removal of the BH2 group. The steric nature of diphosphine 1a was revealed in single-crystal X-ray analysis of its Rh complex.

Hydrazone derivatives, process for producing same, insecticides and/or acaricides containing same as active ingredient and intermediate compounds thereof

There are disclosed hydrazone derivatives of the general formula [I]: STR1 wherein R1 is halogen, etc.; R2 is hydrogen or C1 -C6 alkyl, etc.; R3 is hydrogen or C1 -C6 alkyl, etc.