22731-70-0

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(4-bromophenyl)prop-2-en-1-one is used as a key intermediate in the synthesis of various pharmaceuticals due to its demonstrated biological activities. Its anti-inflammatory, antimicrobial, and anticancer properties make it a valuable compound for developing new drugs to treat a range of health conditions.
Used in Agrochemical Synthesis:
In addition to its pharmaceutical applications, 1-(4-bromophenyl)prop-2-en-1-one is also utilized in the synthesis of agrochemicals. Its biological activities can be harnessed to create compounds that protect crops from pests and diseases, thereby increasing agricultural productivity.
Used in Chemical Research and Development:
1-(4-bromophenyl)prop-2-en-1-one serves as a building block for the synthesis of a variety of organic compounds in the field of chemical research and development. Its unique structure and properties make it a versatile component in creating new molecules with potential applications in various industries.

Upstream product

• 50366-53-5 1-(4-bromophenyl)-3-tosylpropan-1-one 
• 50-00-0 formaldehyd 
• 99-90-1 para-bromoacetophenone 
• 108282-52-6 p-Brom-3-dimethylamino-propiophenon-methoiodid 
• 2928-58-7 (2-oxo-2-p-bromophenylethyl)triphenylphosphonium bromide 
• 2138-34-3 1-(4-bromo-phenyl)-3-dimethylamino-propan-1-one 
• 99-73-0 para-bromophenacyl bromide 
• 201230-82-2 carbon monoxide 
• 589-87-7 1,4-bromoiodobenzene 
• 192130-06-6 2-(N-(pyridin-4-yl)amino)ethanol 
• 403819-12-5 1'-acetyl-1-ethynylferrocene 
• 1826-67-1 vinyl magnesium bromide 
• 192436-83-2 4-bromo-N-methoxy-N-methylbenzamide 
• 1777-57-7 p-bromobenzoylmethylenetriphenylphosphorane 

Downstream Products

• 50366-53-5 1-(4-bromophenyl)-3-tosylpropan-1-one 
• 148682-07-9 1-(4-Bromo-phenyl)-dodecane-1,4-dione 
• 148682-02-4 1-(4-Bromo-phenyl)-tridecane-1,4-dione 
• 148682-06-8 1-(4-Bromo-phenyl)-decane-1,4-dione 
• 148682-03-5 1-(4-Bromo-phenyl)-pentadecane-1,4-dione 
• 148682-01-3 1-(4-Bromo-phenyl)-undecane-1,4-dione 
• 148682-08-0 1-(4-Bromo-phenyl)-tetradecane-1,4-dione 
• 148682-04-6 1-(4-Bromo-phenyl)-heptane-1,4-dione 
• 148682-00-2 1-(4-Bromo-phenyl)-nonane-1,4-dione 
• 128258-57-1 N-2-hydroxyethyl-N,N'-dimethylamino-p-bromopropiophenone iodode 
• 1061304-98-0 (6S)-6-(4-bromophenyl)-2-methyl-1,4,5,6-tetrahydropyridine-3-carbonitrile 
• 1061305-15-4 (2S)-2-(4-bromophenyl)-2,3,4,6,7,8-hexahydroquinolin-5(1H)-one 
• 1190719-55-1 1-(4-bromophenyl)-2-(9-methyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-4-yl)ethanone 

Relevant academic research and scientific papers

Copper Catalysis for Nicotinate Synthesis through β-Alkenylation/Cyclization of Saturated Ketones with β-Enamino Esters

The first example of a Cu-catalyzed and 4-OH-TEMPO mediated intermolecular [3+3] annulation of saturated ketones with β-enamino esters is reported herein, which was successfully used for the synthesis of versatile nicotinates through sequential β-C(sp3)-H bond alkenylation, enamine-carbonyl condensation and aromatization. This protocol tolerates a variety of functional groups, thereby providing a practical and efficient method for the fabrication of 5H-chromeno[4,3-b]pyridin-5-one skeletons. (Figure presented.).

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

Enantio- and Diastereodivergent Synthesis of Spirocycles through Dual-Metal-Catalyzed [3+2] Annulation of 2-Vinyloxiranes with Nucleophilic Dipoles

The development of efficient and straightforward methods for obtaining all optically active isomers of structurally rigid spirocycles from readily available starting materials is of great value in drug discovery and chiral ligand development. However, the

Design and synthesis of Mannich base-type derivatives containing imidazole and benzimidazole as lead compounds for drug discovery in Chagas Disease

The protozoan parasite Trypanosoma cruzi is the causative agent of Chagas disease, the most important parasitic infection in Latin America. The only treatments currently available are nitro-derivative drugs that are characterised by high toxicity and limited efficacy. Therefore, there is an urgent need for more effective, less toxic therapeutic agents. We have previously identified the potential for Mannich base derivatives as novel inhibitors of this parasite. To further explore this family of compounds, we synthesised a panel of 69 new analogues, based on multi-parametric structure-activity relationships, which allowed optimization of both anti-parasitic activity, physicochemical parameters and ADME properties. Additionally, we optimized our in vitro screening approaches against all three developmental forms of the parasite, allowing us to discard the least effective and trypanostatic derivatives at an early stage. We ultimately identified derivative 3c, which demonstrated excellent trypanocidal properties, and a synergistic mode of action against trypomastigotes in combination with the reference drug benznidazole. Both its druggability and low-cost production make this derivative a promising candidate for the preclinical, in vivo assays of the Chagas disease drug-discovery pipeline.

Enantioselective Copper-Catalyzed Electrophilic Sulfenylation of Cyclic Imino Esters

Herein we report an enantioselective sulfenylation of cyclic imino esters with the efficient and versatile sulfenylation reagent S-alkyl 4-methylbenzenesulfonothioates. By utilizing the Cu/tBu-Phosferrox catalytic system, we can assemble diverse S-alkyl groups into the cyclic imino esters under mild conditions in good yields and with excellent enantioselectivities. Remarkably, this method demonstrates a high tolerance of diverse functional groups and proves to be applicable in the late-stage functionalization of pharmaceuticals.

PROCESS FOR THE DIRECT ALPHA-METHYLENATION OF KETONES

The invention relates to a process for preparing an α-methylene ketone comprising the step of reacting a ketone with formaldehyde in the presence of a catalyst which is an organic compound comprising at least one acid function or the corresponding salt, ester or amide thereof and at least one amine function or the corresponding ammonium salt, or a zwitterion thereof.

Copper-Catalyzed Asymmetric Hydrosilylation of β-Nitroethyl Aryl Ketones

A copper-catalyzed asymmetric hydrosilylation of β-nitroethyl aryl ketones has been disclosed, and the corresponding chiral alcohols could be obtained in high yields (up to 99% yield) and excellent enantioselectivities (up to 96% ee). Moreover, the reaction worked well on a gram scale with 0.3 mol % of ligand loading, indicating that our protocol has potential applications in the synthesis of important pharmaceuticals such as Tranylcypromine and Ticagrelor.

Visible-Light-Driven Nitrogen Radical-Catalyzed [3 + 2] Cyclization of Vinylcyclopropanes and N-Tosyl Vinylaziridines with Alkenes

A visible light photoredox-promoted and nitrogen radical catalyzed [3 + 2] cyclization of vinylcyclopropanes and N-tosyl vinylaziridines with alkenes is developed. Key to the success of this process is the use of the readily tunable hydrazone as a nitrogen radical catalyst. Preliminary mechanism studies suggest that the photogenerated nitrogen radical undergoes reversible radical addition to the vinylcyclopropanes and N-tosyl vinylaziridines to enable their ring-opening C-C and C-N bond cleavage and ensuing cyclization with alkenes.

Manganese-Catalyzed Ring-Opening Coupling Reactions of Cyclopropanols with Enones

A manganese-catalyzed ring-opening coupling reaction of cyclopropanols with enones for the facile and efficient preparation of 1,6-diketones is described. A wide array of synthetically important 1,6-diketones bearing manifold functional groups are obtained with up to 93% yield. These reactions feature broad substrate scopes, environmentally benign conditions, inexpensive catalyst, and operational simplicity.

PROCESS FOR THE PREPARATION OF DIHALOBENZOPHENONES, NEW CHEMICALS USEFUL FOR ITS IMPLEMENTATION AND METHODS FOR PREPARING SAID CHEMICALS

The invention relates to new compounds of formulae (IV) and (VII): (IV) (VII) wherein X represents a halogen atom selected from the group consisting of fluorine, chlorine, bromine and iodine and R is a hydrocarbyl radical, said compounds being useful as precursors and/or intermediates for the preparation of 4,4'dihalobenzophenones of formula (I): (I) wherein X is as defined above.