68294-33-7

Usage

Uses

Used in Organic Synthesis:
(4'-Methoxybiphenyl-4-yl)-phenyl-methanone is used as a building block in organic synthesis for the creation of various compounds. Its unique structure and functional groups make it a valuable component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, (4'-Methoxybiphenyl-4-yl)-phenyl-methanone is utilized as a starting material for the development of new drugs. Its structural features and reactivity contribute to the design and synthesis of novel therapeutic agents.
Used in Chemical Reactions:
(4'-Methoxybiphenyl-4-yl)-phenyl-methanone may have applications in various chemical reactions, where its ketone and methoxy functionalities can participate in a range of organic transformations, such as reduction, oxidation, and condensation reactions.
Used in Industrial Processes:
Although further research and testing are required, (4'-Methoxybiphenyl-4-yl)-phenyl-methanone may find uses in industrial processes, potentially contributing to the production of specialty chemicals, materials, or pharmaceuticals.

Upstream product

• 725-14-4 4'-methoxy-biphenyl-4-carboxylic acid 
• 613-37-6 4-methoxylbiphenyl 
• 98-88-4 benzoyl chloride 
• 5623-46-1 4-(4'-hydroxyphenyl)benzophenone 
• 77-78-1 dimethyl sulfate 
• 75-15-0 carbon disulfide 
• 7446-70-0 aluminium trichloride 
• 5720-07-0 4-methoxyphenylboronic acid 
• 90-90-4 (4-bromophenyl)(phenyl)methanone 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 192887-50-6 (4-methoxyphenyl)manganese(II) chloride 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 124643-34-1 p-benzoylphenyl triflate 
• 2170-13-0 biphenyl 4-yl benzoate 

Downstream Products

• 861097-26-9 (4'-methoxybiphenyl-4-yl)diphenylmethanol 
• 95742-90-8 1-benzyl-4-(4-methoxyphenyl)benzene 
• 63242-26-2 4-methoxy-4'-(α-hydroxybenzyl)biphenyl 
• 622407-99-2 4-(4'-methoxyphenyl)-α-methylbenzhydrol 
• 5623-46-1 4-(4'-hydroxyphenyl)benzophenone 
• 622408-01-9 4'-(4''-methoxyphenyl)-1,1-diphenylethylene 
• 63242-38-6 4-(4-Methoxyphenyl)-diphenylmethylchlorid 
• 861096-89-1 4'-(hydroxydiphenylmethyl)biphenyl-4-ol 
• 622408-03-1 4-hydroxy-4'-(α-hydroxybenzyl)biphenyl 
• 913369-62-7 C₆H₅CHC₆H₄C₆H₄O 

Relevant academic research and scientific papers

Mechanochemical Solvent-Free Suzuki–Miyaura Cross-Coupling of Amides via Highly Chemoselective N?C Cleavage

Although cross-coupling reactions of amides by selective N?C cleavage are one of the most powerful and burgeoning areas in organic synthesis due to the ubiquity of amide bonds, the development of mechanochemical, solid-state methods remains a major challe

Identification and optimization of biphenyl derivatives as novel tubulin inhibitors targeting colchicine-binding site overcoming multidrug resistance

Microtubule targeting agents (MTAs) are among the most successful chemotherapeutic drugs, but their efficacy is often limited by the development of multidrug resistance (MDR). Therefore, the development of novel MTAs with the ability to overcome MDR is urgently needed. In this contribution, through modification of the unsymmetric biaryl compounds, we discovered a novel compound dxy-1-175 with potent anti-proliferative activity against cancer cells. Mechanistic study revealed that dxy-1-175 inhibited tubulin polymerization by interacting with the colchicine-binding site of tubulin, which caused cell cycle arrest at G2/M phase. Based on the predicted binding model of dxy-1-175 with tubulin, a series of new 4-benzoylbiphenyl analogues were designed and synthesized. Among them, the hydrochloride compound 12e with improved solubility and good stability in human liver microsome, exhibited the most potent anti-proliferative activity with IC50 value in the low nanomolar range, and markedly inhibited the growth of breast cancer 4T1 xenograft in vivo. Notably, 12e effectively overcame P-gp-mediated MDR and our preliminary data suggested that 12e may not be a substrate of P-glycoprotein (P-gp). Taken together, our study reveals a novel MTA 12e targeting the colchicine-binding site with potent anticancer activity and the ability to circumvent MDR.

Direct suzuki-miyaura coupling with naphthalene-1,8-diaminato (dan)-substituted organoborons

The actually direct Suzuki-Miyaura coupling with "protected" R-B(dan) (dan = naphthalene-1,8-diaminato) was demonstrated to smoothly occur without in situ deprotection of the B(dan) moiety. The use of t-BuOK (Ba(OH)2 in some cases) as a base under anhydrous conditions is the key to the successful cross-coupling, where R-B(dan) is readily converted into a transmetalation-active borate-form, regardless of the well-accepted diminished boron-Lewis acidity.

Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates

A practical nickel-catalyzed cross-coupling of (hetero)aryl or alkynylzinc pivalates with various unsaturated nonaflates or triflates is described. Organozinc pivalates allow these cross-couplings to take place with high yields and a low catalyst loading (0.5 mol %). Couplings with (E)- and (Z)-alkenyl triflates proceed with retention of configuration.

Solid-state Suzuki-Miyaura cross-coupling reactions: Olefin-accelerated C-C coupling using mechanochemistry

The Suzuki-Miyaura cross-coupling reaction is one of the most reliable methods for the construction of carbon-carbon bonds in solution. However, examples for the corresponding solid-state cross-coupling reactions remain scarce. Herein, we report the first broadly applicable mechanochemical protocol for a solid-state palladium-catalyzed organoboron cross-coupling reaction using an olefin additive. Compared to previous studies, the newly developed protocol shows a substantially broadened substrate scope. Our mechanistic data suggest that olefin additives might act as dispersants for the palladium-based catalyst to suppress higher aggregation of the nanoparticles, and also as stabilizer for the active monomeric Pd(0) species, thus facilitating these challenging solid-state C-C bond forming cross-coupling reactions.

Cross-Coupling of Aryl Trifluoromethyl Sulfones with Arylboronates by Cooperative Palladium/Rhodium Catalysis

The Suzuki-Miyaura arylation of aryl trifluoromethyl sulfones via C-SO2 bond cleavage has been developed by means of cooperative palladium/rhodium catalysis. A series of aryl trifluoromethyl sulfones and arylboronic acid neopentylglycol esters are converted to the corresponding biaryls. Mechanistic investigations suggest that (1) the rhodium catalyst mediates the transfer of the aryl ring from arylboronate to palladium, resulting in the acceleration of the transmetalation step, and (2) the C-C bond-forming reductive elimination step is the turnover-limiting step.

Nickel-Catalyzed Cross-Coupling Reaction of Aryl Sulfoxides with Arylzinc Reagents: When the Leaving Group is an Oxidant

Nickel-catalyzed Negishi-type cross-coupling of aryl methyl sulfoxides with arylzinc reagents has been developed. By consuming the catalyst-oxidizing methanesulfenate anion through oxidative homocoupling of the arylzinc reagent, smooth catalyst turnover c

A 2-((4-Arylpiperazin-1-yl)methyl)phenol ligated Pd(II) complex: An efficient, versatile catalyst for Suzuki-Miyaura cross-coupling reactions

N,N,O-Tridentate palladium(ii) complexes [Pd(OAc){R-C4H8N2(CH2Ar)}] (R = Ph, Ar = 4-tBu-C6H3-OH (4a)) and [2,4-di-tBu-C6H2-OH, R = benzyl (4b)] 4a and 4b have been synthesized from the corresponding 2-((4-arylpiperazin-1-yl)methyl)phenol ligands 3a and 3b in quantitative yields. The synthesized ligands and their palladium(ii) complexes were characterized by NMR, IR and HRMS analyses. Complex 4a has been used as an efficient catalyst for the Suzuki cross-coupling reaction of 5-iodovanillin and 5-bromosalicylaldehyde with various arylboronic acids in low catalytic amounts (0.01-0.05 mol% of 4a). Moreover, this catalytic system is even applicable for Suzuki coupling reactions of deactivated aryl bromides and aryl chlorides, affording the cross-coupling products in good to excellent yields with a broad substrate scope.

The Barbier-Grignard-Type Arylation of Ketones and Unexpected Cross-Coupling of Phenolic Ketones using Unactivated Aryl Bromides

A novel, highly versatile and efficient method has been developed for the Barbier-Grignard-type arylation of ketones and an unexpected cross-coupling of phenolic ketones was observed using unactivated bromides and magnesium in tetrahydrofuran/toluene at 96°C promoted by multicatalysts of cupric bromide (15 mol%), bismuth chloride (5 mol%) and silver bromide (10 mol%). The substituent and electronic effects on the reaction have been discussed. High yields of arylation and cross-coupling have been attained under mild conditions. A novel reasonable mechanism involving a quinone intermediate is proposed. The high chemical selectivity in the cross-coupling to the hydroxy group of phenolic ketones should help ketones find new applications.

P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides

P,N,N-Pincer nickel complexes [Ni(Cl){N(2-R2PC6H 4)(2′-Me2NC6H4)}] (R = Ph, 3a; R = Pri, 3b; R = Cy, 3c) were synthesized and their catalysis toward the Kumada or Negishi cross-coupling reaction of aryl fluorides and chlorides was evaluated. Complex 3a effectively catalyzes the cross-coupling of (hetero)aryl fluorides with aryl Grignard reagents at room temperature. Complex 3a also catalyzes the cross-coupling of (hetero)aryl chlorides and arylzinc reagents at 80 °C with low catalyst loadings and good functional group compatibility. the Partner Organisations 2014.