34715-92-9

Usage

Uses

Used in Organic Synthesis:
2-(4-Nitrobenzoyl)thiophene is used as an intermediate compound for the synthesis of various organic molecules. Its unique structure allows for further chemical reactions and modifications, facilitating the creation of new compounds with potential applications in various industries.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-(4-Nitrobenzoyl)thiophene is used as a building block for the development of new pharmaceuticals. Its structure may contribute to the design of novel drug candidates, potentially leading to the discovery of new treatments for various diseases and medical conditions.
Used in Research and Development:
2-(4-Nitrobenzoyl)thiophene is utilized as a research compound in academic and industrial laboratories. Its properties and reactivity are studied to gain insights into the behavior of similar compounds, which can be instrumental in advancing the understanding of chemical reactions and the development of new materials and drugs.

InChI:InChI=1/C11H7NO3S/c13-11(10-2-1-7-16-10)8-3-5-9(6-4-8)12(14)15/h1-7H

Upstream product

• 188290-36-0 thiophene 
• 122-04-3 4-nitro-benzoyl chloride 
• 5980-89-2 di-[2]thienyl-mercury 
• 6165-68-0 thiophene boronic acid 
• 62-23-7 4-nitro-benzoic acid 
• 1003-09-4 2-bromothiophene 
• 555-16-8 4-nitrobenzaldehdye 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 37496-13-2 2-(trimethylstannyl)thiophene 
• 7499-53-8 5-nitro-2-(thiophene-2-carbonyl)-benzoic acid 
• 350-46-9 4-Fluoronitrobenzene 
• 20895-79-8 2-Thienyl(p-toluenesulfonyl)methane 
• 6165-69-1 Thien-3-ylboronic acid 

Downstream Products

• 1202186-02-4 1-(4-nitrophenyl)-1-(2-thienyl)-4-methyl-4-(tetrahydropyran-2-yloxy)-pent-2-yn-1-ol 
• 39055-79-3 2-(3-cyano-4-hydroxybenzoyl)thiophene 
• 25706-30-3 2-(4-Aminobenzoyl)thiophene 

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

Palladium nanoparticles supported on a titanium dioxide cellulose composite (PdNPs@TiO2-Cell) for ligand-free carbon-carbon cross coupling reactions

Well-dispersed non-spherical PdNPs with a diameter of 39-45 nm supported on a TiO2-cellulose composite (PdNPs@TiO2-Cell) can be synthesized by a simple and clean route. The catalyst was well characterized by XRD, FE-SEM, EDS, and TEM techniques. The PdNPs have good dispersity on the TiO2-Cell support. This results in excellent catalytic activities for the synthesis of biphenyls, acrylates, acetylenes and prochiral ketones using low Pd loading (1 mol%) at comparatively low temperature. The effects of the nature and amount of bases, nature of solvents, amount of catalyst and the reaction temperature on the activity of PdNPs@TiO2-Cell were thoroughly investigated. The catalyst showed at least four times reusability without decrease in catalytic activity.

Preparation of acylthiophenes by iron(III) chloride catalyzed reactions of tris(2-thienyl)stibanes with acyl chlorides

The reactions of tris(2-thienyl)stibanes with various acyl chlorides, using a catalytic amount of iron(III) chloride, afforded 2-acylthiophenes. Iron(III) chloride is presumed to act as a Lewis acid, and the ipso substituent of each 2-thienyl group of tris(2-thienyl)stibane is replaced with an acyl group. The reaction is highly atom-efficient in that all three thiophene rings of tris(2-thienyl)stibane take part in the reaction. The reaction procedure is so simple that it can also be carried out under solvent-free and aerobic conditions.

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.

TFAA/H3PO4-Mediated C-2 acylation of thiophene: A direct synthesis of known and novel thiophene derivatives of pharmacological interest

A number of aliphatic and aromatic carboxylic acids were reacted with thiophene in the presence of trifluoroacetic anhydride and H3PO 4 to give a variety of acylated thiophenes in good to excellent yields. The methodology was used to prepare known nonsteroidal anti-inflammatory drug-based novel compounds of potential pharmacological significances. Molecular modeling studies were carried out by using nonsteroidal anti-inflammatory drug-based thiophene derivatives to assess their cyclooxygenase inhibiting potential in silico. On the basis of docking studies followed by subsequent in vitro assay, indomethacin-based thiophene derivative was identified as a novel cyclooxygenase-2 inhibitor with balanced selectivity.

Friedel-crafts acylation of arenes with carboxylic acids using polystyrene-supported aluminum triflate

Cross-linked polystyrene-supported aluminum triflate (Ps-Al(OTf) 3) has been shown to be a mild, efficient, and chemoselective heterogeneous Lewis acid catalyst for the acylation of aromatic compounds. The catalyst can be easily prepared from cheap starting materials, is stable (as a bench top catalyst) and is reusable.

Friedel-Crafts acylation of arenes with carboxylic acids using silica gel supported AlCl3

Aromatic compounds react smoothly with carboxylic acids in the presence of silica gel supported aluminium trichloride to afford the corresponding ketones with high regioselectivity in high to excellent yields. The catalyst is stable (as a bench top catalyst) and can be easily recovered and reused without appreciable change in its efficiency. tuebitak.

Simple and efficient procedure for the friedel-crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/AL2O3 under heterogeneous conditions

An efficient and chemoselective method for the Friedel-Crafts acylation of aromatic compounds using P2O5/Al2O3 and carboxylic acids. Both aromatic and aliphatic carboxylic acids reacted easily to afford the corresponding aromatic ketones in good yields.

Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 under heterogeneous conditions

A convenient and efficient procedure for the Friedel-Crafts acylation of aromatic compounds with carboxylic acids in the presence of P2O5/SiO2 is described. Both aromatic and aliphatic carboxylic acids reacted easily to afford the corresponding aromatic ketones. The use of non-toxic and inexpensive materials, simple and clean work-up, short reaction times and good yields of the products are the advantages of this method.

Synthesis of 11C-/13C-Ketones by Suzuki Coupling

Aryl triflates, methyl- or arylboronic acids, and a low concentration of [11C]carbon monoxide were employed on small scale in the syntheses of fifteen 11C-labelled ketones using palladium-mediated Suzuki coupling reactions. The reagents were confined in a micro-autoclave and heated at 150 °C for 5 min. The reaction required the presence of LiBr, but no additional base. The 11C-labelled products were obtained with decay-corrected radiochemical yields in the range 10-70% and with high specific radioactivity (150-640 GBq/μmol). The radiochemical purity of the final products exceeded 98%. One 13C-substituted ketone ([ 13C]-2′-benzonaphthone) was prepared and analysed by NMR spectroscopy for confirmation of the labelling position. The reference compound 2′-benzonaphthone was prepared by a palladium-catalysed reaction between sodium tetraphenylborate and 2-naphthoyl chloride. 2-Thienyl p-tolyl ketone, 4-nitrophenyl 2-thienyl ketone and 2-naphthyl 2-thienyl ketone were prepared by reactions between thiophene-2-boronic acid and the corresponding acid chlorides. The presented approach is novel and seems to be an efficient method for the synthesis of a wide range of 11C- as well as 13C-labelled ketones. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.