137103-78-7

Usage

Uses

Used in Pharmaceutical Industry:
Ethanone, 1-[2-(2-pyridinyl)phenyl]is used as an active pharmaceutical ingredient for its anti-inflammatory and anticonvulsant properties. Its potential therapeutic applications are being studied, which may lead to the development of new drugs for treating various inflammatory and neurological disorders.
Used in Agrochemical Industry:
In the agrochemical industry, Ethanone, 1-[2-(2-pyridinyl)phenyl]is utilized for its ability to act as a chelating agent. This property allows it to bind to metal ions, forming stable complexes that can be used in the development of agrochemical products, such as fertilizers and pesticides, to improve their effectiveness and reduce environmental impact.
Used in Cancer Research and Chemotherapy:
Ethanone, 1-[2-(2-pyridinyl)phenyl]has been reported to exhibit cytotoxicity towards certain cancer cell lines, suggesting its potential as a chemotherapeutic agent. It is currently being studied for its ability to target and kill cancer cells, which may lead to the development of new cancer treatments.
Used in Drug Delivery Systems:
Ethanone, 1-[2-(2-pyridinyl)phenyl]-'s chelating properties can also be employed in the development of drug delivery systems. By forming stable complexes with metal ions, Ethanone, 1-[2-(2-pyridinyl)phenyl]can potentially enhance the delivery, bioavailability, and therapeutic outcomes of various drugs, including those used in cancer treatment and other medical applications.

Upstream product

• 2142-70-3 2-iodoacetophenone 
• 13737-04-7 2-(trimethylsilyl)pyridine 
• 1008-89-5 2-phenylpyridine 
• 431-03-8 dimethylglyoxal 
• 579-07-7 1-Phenylpropane-1,2-dione 
• 109-04-6 2-bromo-pyridine 
• 98-80-6 phenylboronic acid 
• 864286-94-2 1-[2-(2-pyridyl)phenyl]ethanol 
• 17292-61-4 2,3-butanedione mono-(O-acetyl oxime) 
• 17292-56-7 butane-2,3-dione-mono-(O-benzoyl oxime ) 
• 7073-70-3 1-bromo-2-isopropenylbenzene 
• 50-00-0 formaldehyd 
• 99-90-1 para-bromoacetophenone 
• 64-19-7 acetic acid 

Downstream Products

• 864286-94-2 1-[2-(2-pyridyl)phenyl]ethanol 

Relevant academic research and scientific papers

N-Iodosuccinimide and dioxygen in an air-enabled synthesis of 10-phenanthrenols under sunlight

Using a catalytic amount ofN-iodosuccinimide (NIS) in combination with O2in air, an aerobic oxidative reaction was carried out to efficiently and scalably construct a series of 10-phenanthrenols under sunlight at room temperature. Mechanistic studies reveal that H2O2generatedin situwas responsible for the conversion of I2to IOH as a potential initiator for later catalytic cycle.

Dual photoredox/palladium-catalyzed C-H acylation of 2-arylpyridines with oxime esters

An unprecedented dual photoredox/palladium-catalyzed iminyl-radical-mediated C-C bond cleavage and directed ortho C-H acylation of 2-arylpyridines by using oxime esters is described. Oxime esters can serve as efficient acyl sources through formation of the corresponding acyl radicals by photoredox-catalyzed iminyl-radical-mediated C-C bond cleavage. This redox-neutral protocol features excellent regioselectivity, a broad substrate scope, and good functional-group tolerance with respect to both components, giving a broad range of aryl ketones with generally good yields.

Rh(III)-Catalyzed Regioselective Acetylation of sp2 C?H Bond Starting from Paraformaldehyde

Rh(III)-catalyzed acetylation of sp2 C?H bonds has been realized using paraformaldehyde as an acetylating reagent. This procedure features simultaneous formation of two C?C bonds, external oxidants free, and water as the sole byproducts, thus offering an environmentally benign acetylation of arenes. A range of functional groups tolerance were observed.

Use of Cyclopropane as C1 Synthetic Unit by Directed Retro-Cyclopropanation with Ethylene Release

Cyclopropanation of alkenes is a well-established textbook reaction for the synthesis of cyclopropanes, where a "high-energy" carbene species is exploited to drive the reaction forward. However, little attention has been focused toward molecular transformations involving the reverse reaction, retro-cyclopropanation (RC). This is because of difficulties associated with both cleaving the two geminal C-C single bonds and exploiting the generated carbenes for further transformations in an efficient and selective manner. Here, we report that a molybdenum-based catalytic system overcomes the above challenges and effects the RC of cyclopropanes bearing a pyridyl group with the release of ethylene (alkene) and the subsequent intramolecular cyclization leading to pyrido[2,1-a]isoindoles. The reaction allows for the uncommon use of cyclopropanes as C1 synthetic units in contrast to most conventional reactions in which cyclopropanes are used as C3 synthetic units. We anticipate that this new strategy will pave the way for C1 cyclopropane chemistry.

C–H Bond Activation by a Ruthenium(II) β-Diketonate Complex: A Mechanistic Study

Ruthenium(II)-catalysed C–H bond activation of arenes containing a functional directing group depends on the ligand coordinated to ruthenium(II). In this study, 2-phenylpyridine C–H activation catalysed by a “piano-stool“ ruthenium(II) complex containing a fluorinated β-diketonate ligand was examined by ESI-MS in combination with CID experiments. [Ru(β-diketonate)(CTPhPy)Cl]+ was identified as an active intermediate, and its collisional activation leads to C–H activation. CID analysis indicates proton transfer from the phenylpyridine to the chlorine anion, showing HCl elimination, while the β-diketonate ligand is retained in the complex together with the activated phenylpyridine. Furthermore, DFT calculations were performed for the neutral analogue [Ru(β-diketonate)(PhPy)Cl] to identify all ruthenium intermediates along the C–H activation reaction pathway. The results suggest that the most stable structure of [Ru(β-diketonate)(PhPy)Cl] has pre-activated 2-phenylpyridine with a partly developed Ru–H bond. Further, we show that K2CO3 is not directly involved in the C–H activation step and it serves in the reaction as a base.

A Straightforward Deracemization of sec-Alcohols Combining Organocatalytic Oxidation and Biocatalytic Reduction

An efficient organocatalytic oxidation of racemic secondary alcohols, mediated by sodium hypochlorite (NaOCl) and 2-azaadamantane N-oxyl (AZADO), has been conveniently coupled with a highly stereoselective bioreduction of the intermediate ketone, catalyzed by ketoreductases, in aqueous medium. The potential of this one-pot two-step deracemization process has been proven by a large set of structurally different secondary alcohols. Reactions were carried out up to 100 mm final concentration enabling the preparation of enantiopure alcohols with very high isolated yields (up to 98 %). When the protocol was applied to the stereoisomeric rac/meso mixture of diols, these were obtained with very high enantiomeric excesses and diastereomeric ratios (95 % yield, >99 % ee, >99: 1 dr).

Intramolecular Minisci acylation under silver-free neutral conditions for the synthesis of azafluorenones and fluorenones

Despite its synthetic potential, intramolecular acylation by the Minisci reaction remains unexplored. The development of a new intramolecular Minisci acylation under silver-free neutral conditions providing access to azafluorenones and fluorenones is described. Distinct from the current literature known approaches for Minisci acylation, the report described herein features a method that: (a) avoids the use of silver that is invariably used in Minisci acylation, (b) does not require any acidic conditions for the activation of pyridines, and (c) shows tolerance to functional groups under neutral conditions.

Manganese-Catalyzed Direct Nucleophilic C(sp2)-H Addition to Aldehydes and Nitriles

Herein, a manganese-catalyzed nucleophilic addition of inert C(sp2)-H bonds to aldehydes and nitriles is disclosed by virtue of a dual activation strategy. The reactions feature mild reaction conditions, excellent regio- and stereoselectivity, and a wide substrate scope, which includes both aromatic and olefinic C-H bonds, as well as a large variety of aldehydes and nitriles. Moreover, mechanistic studies shed light on possible catalytic cycles.

General suzuki coupling of heteroaryl bromides by using tri-tert-butylphosphine as a supporting ligand

A general procedure for the fast Suzuki coupling of major families of heteroaryl bromides was realized by using Pd(OAc)2/PtBu3 as the catalyst. Many couplings were finished within minutes at room temperature in n-butanol. Different from previous studies, three typical heteroaryl bromides were systematically examined in couplings of various heteroaryl and aryl boronic acids. A fast, general coupling of heteroaryl bromides is realized by using a single palladium catalyst supported by tri-tert-butylphosphine.

Palladium-catalyzed synthesis of aromatic ketones and isoindolobenzimidazoles via selective aromatic C-H bond acylation

A convenient and efficient palladium-catalyzed synthesis of aromatic ketones and isoindolobenzimidazoles has been developed via selective aromatic C-H bond acylation. The protocol uses palladium acetate as the catalyst, readily available carboxylic acids as the acylating reagents, trifluoroacetic anhydride as the activated agent of the acids, and the corresponding aromatic ketones and isoindolobenzimidazoles were obtained in good to excellent yields. This finding should provide a new and useful strategy for synthesis of aromatic ketones and isoindolobenzimidazoles.