1611-38-7

Usage

Uses

Used in Pharmaceutical Industry:
1-(4-Fluorophenyl)but-1-en-3-one is used as an intermediate in the synthesis of pharmaceuticals for its potential to contribute to the development of new drugs. Its unique chemical structure may possess a range of biological activities that can be harnessed for therapeutic purposes.
Used in Agrochemical Industry:
In the agrochemical sector, 1-(4-Fluorophenyl)but-1-en-3-one is utilized as a component in the production of various agrochemicals, potentially enhancing the effectiveness of these products in agricultural applications.
Used in Fragrance Industry:
1-(4-Fluorophenyl)but-1-en-3-one is employed as a component in the creation of fragrances, capitalizing on its strong odor to contribute to the development of various scent profiles.
Used in Organic Synthesis:
As a versatile building block in organic synthesis, 1-(4-Fluorophenyl)but-1-en-3-one is used for the creation of a wide array of other compounds, highlighting its importance in the chemical industry for compound development and innovation.

Upstream product

• 459-57-4 4-fluorobenzaldehyde 
• 67-64-1 acetone 
• 371-40-4 4-fluoroaniline 
• 459-45-0 4-fluorobenzenediazonium tetrafluoroborate 
• 78-94-4 methyl vinyl ketone 
• 460-00-4 1-Bromo-4-fluorobenzene 
• 459-56-3 4-fluorobenzylic alcohol 
• 123-42-2 4-Hydroxy-4-methyl-2-pentanone 
• 459-46-1 4-Fluorobenzyl bromide 
• 2248-13-7 1-(but-3-en-1-yl)-4-fluorobenzene 

Downstream Products

• 122252-52-2 3-(4-fluorophenyl)-2-(1-oxoethyl)-5-oxohexanoic acid methyl ester 
• 122252-55-5 β-(4-Fluorophenyl)-α-(2-methyl-1-oxopropyl)-Δ-oxohexanoic acid, ethyl ester 
• 122253-19-4 bromo<2,6-dimethyl-4-(4-fluorophenyl)pyridin-3-yl>methane 
• 122252-96-4 2,6-Dimethyl-4-(4-fluorophenyl)-3-hydroxymethyl-pyridine 
• 122252-67-9 methyl 2,6-dimethyl-4-(4-fluorophenyl)-pyridine-3-carboxylate 
• 122253-22-9 3-Bromomethyl-4-(4-fluoro-phenyl)-2-isopropyl-6-methyl-pyridine 
• 122252-99-7 4-(4-Fluorophenyl)-6-methyl-2-(1-methylethyl)-3-pyridinemethanol 
• 122252-69-1 4-(4-Fluorophenyl)-6-methyl-2-(1-methylethyl)-3-pyridinecarboxylic acid,ethyl ester 
• 122254-09-5 (4R,6S)-4-(tert-Butyl-diphenyl-silanyloxy)-6-{(E)-2-[4-(4-fluoro-phenyl)-2-isopropyl-6-methyl-pyridin-3-yl]-vinyl}-tetrahydro-pyran-2-one 
• 61888-66-2 (4'-Fluoro-5-methoxy-biphenyl-3-yl)-acetic acid 
• 1165944-63-7 (4S)-5-nitro-4-(4-fluorophenyl)-pentan-2-one 
• 1258422-81-9 (1S,6R)-1'-benzyl-6-(4-fluorophenyl)-2-methylspiro[cyclohex[2]ene-1,3'-indoline]-2',4-dione 
• 1258422-94-4 (1S,6R)-6-(4-fluorophenyl)-1',2-dimethylspiro[cyclohex[2]ene-1,3'-indoline]-2',4-dione 
• 1262207-50-0 C₂₅H₂₂FNO₂ 

Relevant academic research and scientific papers

Polysubstituted Indole Synthesis via Palladium/Norbornene Cooperative Catalysis of Oxime Esters

Polysubstituted indoles are prevalent in pharmaceuticals, agrochemicals, and organic materials. Presented herein is the fact that polyfunctionalized indoles can be efficiently constructed from easily accessible oxime esters and aryl iodides, involving a palladium/norbornene synergistic synthesis. The reaction is enabled by a unique class of electrophiles in palladium/norbornene cooperative catalysis, which are oxime esters derived from simple ketone. The broad substrate scope and high functional group tolerance could make this method attractive for the synthesis of polysubstituted indoles.

8-Hydroxyquinolin-2(1H)-one analogues as potential β2-agonists: Design, synthesis and activity study

β2-Agonists that bind to plasmalemmal β2-adrenoceptors causing cAMP accumulation are widely used as bronchodilators in chronic respiratory diseases. Here, we designed and synthesized a group of 8-hydroxyquinolin-2(1H)-one analogues and studied their β2-agonistic activities with a cellular cAMP assay. Compounds B05 and C08 were identified as potent (EC50 2-agonists among the compounds tested. They behaved as partial β2-agonists in non-overexpressed HEK293 cells, and possessed rapid smooth muscle relaxant actions and long duration of action in isolated guinea pig tracheal strip preparations. In summary, B05 and C08 are β2-agonists with potential applicability in chronic respiratory diseases.

Organocatalytic diastereo- And enantioselective oxa-hetero-Diels-Alder reactions of enones with aryl trifluoromethyl ketones for the synthesis of trifluoromethyl-substituted tetrahydropyrans

Tetrahydropyran derivatives are found in bioactives, and introduction of the trifluoromethyl group into molecules often improves biofunctions. Here we report diastereo- and enantioselective oxa-hetero-Diels-Alder reactions catalyzed by amine-based catalyst systems that afford trifluoromethyl-substituted tetrahydropyranones. Catalyst systems and conditions suitable for the reactions to provide the desired diastereomer products with high enantioselectivities were identified, and various trifluoromethyl-substituted tetrahydropyranones were synthesized with high diastereo- and enantioselectivities. Mechanistic investigation suggested that the reactions involve a [4 + 2] cycloaddition pathway, in which the enamine of the enone acts as the diene and the ketone carbonyl group of the aryl trifluoromethyl ketone acts as the dienophile. In this study, tetrahydropyran derivatives with the desired stereochemistry that are difficult to synthesize by previously reported methods were concisely obtained, and the range of tetrahydropyran derivatives that can be synthesized was expanded. This journal is

Heck Reactions of Acrolein or Enones and Aryl Bromides – Synthesis of 3-Aryl Propenals or Propenones and Consecutive Application in Multicomponent Pyrazole Syntheses

3-(Hetero)aryl propenals or propenones are efficiently prepared by a Heck reaction of (hetero)aryl bromides and acrolein or vinyl ketones using Beller's CataCXium Ptb ligand under Jeffery's and Fu's conditions. The formation of these three-carbon building blocks is embedded into consecutive three- and pseudo-four-component syntheses of 3-(hetero)aryl and 3,5-diarylpyrazoles with a broad substitution pattern in moderate to excellent yield.

Selective Cross-Dehydrogenative C(sp3)-H Arylation with Arenes

Selective C(sp3)-C(sp2) bond construction is of central interest in chemical synthesis. Despite the success of classic cross-coupling reactions, the cross-dehydrogenative coupling between inert C(sp3)-H and C(sp2)-H bonds represents an attractive alternative toward new C(sp3)-C(sp2) bonds. Herein, we establish a selective inter-and intramolecular C(sp3)-H arylation of alcohols with nondirected arenes that thereby provides a general pathway to access a wide range of β-arylated alcohols, including tetrahydronaphthalen-2-ols and benzopyran-3-ols, with high to excellent chemo-and regioselectivity.

Design, synthesis and biological evaluation of novel diaryl pyrazole derivatives as anticancer agents

Cancer is one of the major causes of mortality all around the world. Globally, nearly 1 in 6 deaths is due to cancer. Researchers are trying to synthesize new anticancer agents. Previous studies demonstrated that some pyrazole derivatives could be considered as potential anticancer agents. Herein, ten novel derivatives of 1,5-diarylpyrazole were synthesized in four step reactions and cytotoxic activity was investigated by MTT cell viability assay. All of the compounds were characterized by1H NMR and13C NMR and their purity was confirmed by elemental analysis. The cytotoxicity was determined against three cancerous cell lines (HT-29, U87MG and MDA-MB 468) and AGO1522 as a normal cell line. Compound 5a showed the best cytotoxic activity on cancerous cell lines in comparison to paclitaxel. Annexin V/ PI staining assay also showed that compounds 5a and 5i would lead to significant apoptosis induction in MDA-MB 486 cell line.

RhIII-Catalyzed Synthesis of Highly Substituted 2-Pyridones using Fluorinated Diazomalonate

A RhIII-catalyzed strategy was developed for the rapid construction of highly substituted 2-pyridone scaffolds using α,β-unsaturated oximes and fluorinated diazomalonate. The reaction proceeds through direct, site-selective alkylation based on migratory insertion and subsequent cyclocondensation. A wide substrate scope with different functional groups was explored. The requirement of fluorinated diazomalonate was explored for this transformation. The developed methodology was further extended with the synthesis of the bioactive compound.

NOVEL SMALL MOLECULES THAT BIND AND/OR MODULATE DIFFERENTFORMS OF TAU OLIGOMERS

The present invention relates to novel small molecules of Formulas I, II, III, Ilia, Illb, and IV and pharmaceutically acceptable salts thereof, as well as the preparation and the use thereof.

Construction of Multiple-Substituted Chiral Cyclohexanes through Hydrogenative Desymmetrization of 2,2,5-Trisubstituted 1,3-Cyclohexanediones

The construction of chiral multiple-substituted cyclohexanes motifs is a challenging topic in organic synthesis. By the combination of desymmetrization and remote stereocontrol, a ruthenium-catalyzed transfer hydrogenative desymmetrization of 2,2,5-trisubstituted 1,3-cyclohexanediones has been successfully developed for the construction of chiral multiple-substituted cyclohexanes with high enantioselectivity and diastereoselectivity. When an ester group was introduced to the two-position, a hydrogenative desymmetrization/transesterification cascade occurred, affording the bicyclic lactones bearing three stereocenters, including two discrete stereocenters and one quaternary stereogenic center, with high enantioselectivity. The products are the multiple-substituted chiral cyclohexanes bearing the hydroxyl and carbonyl functional groups, which provide a new opportunity for further precise elaboration.

Encapsulating mesoporous metal nanoparticles: Towards a highly active and stable nanoreactor for oxidative coupling reactions in water

We design and prepare a highly active and stable nanoreactor via encapsulating various mesoporous metal nanoparticles with an amphiphilic hollow shell, which presents excellent performance in oxidative coupling reactions in water for efficient production of α,β-unsaturated ketones.