579-49-7

Usage

Uses

Used in Organic Synthesis:
4-FLUOROPHENYL 2-THIENYL KETONE is used as a key intermediate for the synthesis of various organic compounds. Its unique structure allows it to participate in multiple chemical reactions, making it a valuable component in the creation of a wide range of molecules with different applications across various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-FLUOROPHENYL 2-THIENYL KETONE is used as a building block for the development of new drugs. Its chemical properties enable it to be incorporated into the molecular structures of potential therapeutic agents, contributing to the discovery and design of novel medications.
Used in Chemical Research:
4-FLUOROPHENYL 2-THIENYL KETONE is also utilized in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic pathways. Its unique properties make it an ideal candidate for understanding the behavior of similar compounds and developing innovative strategies in chemical synthesis.
Used in Material Science:
In the field of material science, 4-FLUOROPHENYL 2-THIENYL KETONE can be used as a component in the development of new materials with specific properties. Its integration into the molecular structure of these materials can lead to the creation of advanced materials with applications in various industries, such as electronics, aerospace, and automotive.

InChI:InChI=1/C11H7FOS/c12-9-5-3-8(4-6-9)11(13)10-2-1-7-14-10/h1-7H

Upstream product

• 188290-36-0 thiophene 
• 403-43-0 4-fluorobenzoyl chloride 
• 456-22-4 4-Fluorobenzoic acid 
• 1003-09-4 2-bromothiophene 
• 459-57-4 4-fluorobenzaldehyde 
• 6165-68-0 thiophene boronic acid 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 437-29-6 tris(4-fluorophenyl)bismuthane 
• 352-33-0 1-Chloro-4-fluorobenzene 
• 1283075-99-9 dipropan-2-yl 1-(4-fluorobenzoyl)hydrazine-1,2-dicarboxylate 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 3437-95-4 2-Iodothiophene 
• 201230-82-2 carbon monoxide 
• 1765-93-1 4-fluoroboronic acid 

Downstream Products

• 141691-58-9 2-[4-(piperidyl)benzoyl]thiophene 
• 141691-59-0 (4-morpholinophenyl)(thien-2-yl)methanone 
• 141691-55-6 (4-Pyrazol-1-yl-phenyl)-thiophen-2-yl-methanone 
• 141691-56-7 (4-Imidazol-1-yl-phenyl)-thiophen-2-yl-methanone 
• 141691-61-4 Thiophen-2-yl-(4-[1,2,4]triazol-4-yl-phenyl)-methanone 
• 141691-57-8 Thiophen-2-yl-(4-[1,2,4]triazol-1-yl-phenyl)-methanone 
• 141691-60-3 1-{4-[4-(Thiophene-2-carbonyl)-phenyl]-piperazin-1-yl}-ethanone 
• 105728-75-4 <4-(Dimethylamino)phenyl>-2-thienylmethanon 
• 151917-31-6 (4-fluorophenyl)-(thien-2-yl)methanol 
• 623580-55-2 1-(p-fluorophenyl)-1-(thiophene-2-yl)-prop-2-yn-1-ol 
• 141691-47-6 (4-Pyrazol-1-yl-phenyl)-thiophen-2-yl-methanol 
• 141691-48-7 (4-Imidazol-1-yl-phenyl)-thiophen-2-yl-methanol 
• 141691-49-8 Thiophen-2-yl-(4-[1,2,4]triazol-1-yl-phenyl)-methanol 
• 141691-50-1 (4-Piperidin-1-yl-phenyl)-thiophen-2-yl-methanol 

Relevant academic research and scientific papers

Thiyl radical promoted chemo- and regioselective oxidation of CC bonds using molecular oxygen: Via iron catalysis

The first example of the thiyl radical promoted ligand-free iron-catalyzed oxidative cleavage of alkenes using molecular oxygen (1 atm) has been developed. The reaction proceeds under mild reaction conditions with high efficiency and high chemo- and regioselectivity. It features a broad substrate scope and excellent functional group compatibility, enabling facile access to valuable molecules for application in medicinal chemistry. Preliminary mechanistic studies reveal that a vital intermediate dioxetane might be involved in the reaction and a thiyl radical plays a synergistic role in facilitating the selective oxidation of the CC bond.

Synthesis and palladium(II) metal chemistry of thiazoline/imidazoline derived ligands: An efficient catalyst for cross-coupling reactions of arylboronic acids with acid chlorides and aryl halides

The synthesis, reactivity, spectroscopic characterization and catalytic activities of a series of Pd(II) complexes bearing the chelating ligands 2-(4,5-dihydrothiazol-2-yl)aniline (2) and 2-(4,5-dihydro-1H-imidazol-2-yl)aniline (3) are reported. The reactions of 2 with [Pd(COD)Cl2] in 1:1 and 1:2 (ligand into metal and metal into ligand) molar ratios afforded the mononuclear complexes, PdCl2{κ2?N,S ? 2?(4,5-dihydrothiazol-2-yl)aniline} (4), Pd{κ2?N,N’?2?(4,5-dihydrothiazol-2-yl)aniline}2 (5) and Pd{κ12?N,N’?κ22?N,S ? 2?(4,5-dihydrothiazol-2-yl)aniline}2 (6), respectively, in good yields. The neutral mononuclear palladium complexes PdCl2{κ2?N,N’?(4,5-dihydro-1H-imidazol-2-yl)aniline} (7) and Pd{κ2?N,N’?2?(4,5-dihydro-1H-imidazol-2-yl)aniline}2 (8) were synthesized using [Pd(COD)Cl2] with appropriate molar ratios. The palladium complexes 4–8 were evaluated for their catalytic activities in base assisted cross coupling reactions between acid chlorides and aryl halide with boronic acids. The complex 4 was found to be an efficient catalyst for producing unsymmetrical ketones (TOF = 19.8 min?1) while complex 7 was effective for making biaryls (TOF = 19.8 min?1).

One-Pot Synthesis of Arylketones from Aromatic Acids via Palladium-Catalyzed Suzuki Coupling

A palladium-catalyzed one-pot procedure for the synthesis of aryl ketones has been developed. Triazine esters when coupled with aryl boronic acids provided aryl ketones in moderate to excellent yields (up to 95%) in the presence of 1 mol % Pd(PPh3)2Cl2 for 30 min. (Chemical Equation Presented).

Magnesium salt promoted tandem nucleophilic addition-Oppenauer oxidation of aldehydes with organozinc reagents

A magnesium salt promoted synthesis of ketones via tandem nucleophilic addition-Oppenauer oxidation of aldehydes using organozinc chemistry was demonstrated. Magnesium salts concomitantly generated via magnesium metal mediated organohalide zincation exhibit high efficacy for nucleophilic addition of organozinc reagents to aromatic aldehydes and thereafter Oppenauer oxidation whereby ketones are formed in high to excellent yields.

An efficient and recyclable thermoregulated phosphine-palladium catalyst for the carbonylative Suzuki coupling of aryl halides with arylboronic acids in water

An efficient protocol has been developed for the carbonylative Suzuki coupling of aryl halides using the thermoregulated phosphine-palladium as a reusable catalyst in pure water. This protocol was applied to a wide variety of hindered and functionalized aryl iodides and bromides with arylboronic acids, to afford the desired biaryl ketones in good to high yields. The palladium catalyst was easily recovered in the aqueous phase and reused up to eight cycles without a significant decrease in its activity.

Acyl hydrazides as acyl donors for the synthesis of diaryl and aryl alkyl ketones

In this communication we describe a novel strategy for the formation of valuable diaryl and aryl alkyl ketones from acyl hydrazides. A wide variety of ketones are prepared and the mild reaction conditions allow for the use of a range of functionalities, especially in the synthesis of diaryl ketones.

In situ generation of palladium nanoparticles: Ligand-free palladium catalyzed pivalic acid assisted carbonylative Suzuki reactions at ambient conditions

Highly selective carbonylative Suzuki reactions of aryl iodides with arylboronic acids using an in situ generated nanopalladium system furnished products in high yields. The reactions were performed under ambient conditions and in the absence of an added ligand. The key to success is the addition of pivalic acid, which can effectively suppress undesired Suzuki coupling. The synthesis can be easily scaled up, and the catalytic system can be reused up to nine times. The nature of the active catalytic species are discussed.

Selective Mg insertion into substituted mono- and dichloro arenes in the presence of LiCl: A new preparation of boscalid

The LiCl-mediated Mg insertion into polysubstituted aryl chlorides bearing up to three chloro substituents in ortho or meta position selectively leads to Grignard reagents which readily react with various electrophiles. As an application, we have developed a new formal synthesis of boscalid. Georg Thieme Verlag Stuttgart - New York.

Atom-efficient cross-coupling reactions of triarylbismuths with acyl chlorides under Pd(0) catalysis

The atom-efficient cross-coupling reaction of triarylbismuths with a variety of aliphatic, aromatic, and hetero-aromatic acyl chlorides was demonstrated to afford high yields of cross-coupled ketones under palladium catalysis. The corresponding cross-coupling reaction with diacid chlorides also furnished bis-coupled ketones in good yields.

Oligothiophene-linked bisnaphthopyrans: Sequential and temperature- dependent photochromism

Photochromic bisnaphthopyrans linked with oligothiophenes were synthesized and their photochromic behavior studied. Sequential and temperature-dependent photochromism was observed in the oligothiophene linked bisnaphthopyrans. The kinetics of photo and thermal processes in bisnaphthopyrans in comparison with naphthopyrans were studied, Substituent and linking effects on the photochromic properties are discussed. We demonstrate that the cross-talk between the two photochromophores is dependent on the length of the oligothiophene linker. The presence of the bithiophene linker led to high colorability and high quantum yield of coloration.