77778-73-5

Usage

InChI:InChI=1/C13H8ClNO3/c14-12-4-2-1-3-11(12)13(16)9-5-7-10(8-6-9)15(17)18/h1-8H

Upstream product

• 2856-63-5 2-Chlorophenylacetonitrile 
• 100-00-5 4-chlorobenzonitrile 
• 122-04-3 4-nitro-benzoyl chloride 
• 108-90-7 chlorobenzene 
• 40061-54-9 2-chlorophenylacetic acid ethyl ester 
• 98-95-3 nitrobenzene 
• 57486-68-7 methyl (2-chlorophenyl)acetate 
• 636-98-6 p-nitrobenzene iodide 
• 201230-82-2 carbon monoxide 
• 3900-89-8 2-Chlorobenzeneboronic acid 

Relevant academic research and scientific papers

Transition-Metal-Free Regiospecific Aroylation of Nitroarenes Using Ethyl Arylacetates at Room Temperature

A novel regiospecific C(sp3)-C(sp2) coupling between ethyl arylacetates and nitroarenes has been developed to deliver biaryl ketones in excellent yields. The protocol is metal-free, mild, and compatible with a number of functional groups on both of the reacting partners.

Diarylketone preparation method

The invention discloses a diarylketone preparation method. According to the method, substituted nitrobenzene and aromatic acetic ester are dissolved in an organic solvent, alkali is added, the mixture is subjected to a reaction in the air or oxygen atmosphere at the temperature of 10-60 DEG C for 0.5-24 h, and diarylketone is obtained; the mole ratio of substituted nitrobenzene to aromatic acetic ester is (0.5:1)-(5:1), and the mole ratio of alkali to aromatic acetic ester is (1:1)-(5:1). The method overcomes defects caused by the adoption of strong acid or expensive metal reagents or strong oxidizers and the like in the prior art and has the advantages as follows: 1) with air as an oxidizer, use of strong or expensive chemical oxidizers is avoided; 2) no transition metal catalysts are used, so that the condition that heavy metal ions are left in a product is avoided; 3) without inductive groups, surplus steps of introduction of the inductive groups and removal of the inductive groups are avoided; 4) acylation of ortho positions or para positions of nitro-aromatic compounds is directly realized, which cannot be realized with a classic Friedel-Crafts acylation method. The synthesis method plays an important role in preparing diarylketone, particularly industrial production of acylation products of ortho positions or para positions of the nitro-aromatic compounds.

Aerobic oxidative acylation of nitroarenes with arylacetic esters under mild conditions: Facile access to diarylketones

A facile and regioselective base-mediated aerobic oxidative acylation of nitroarenes to access diarylketones under mild conditions has been developed. It features the use of bench-stable and readily available arylacetates as acyl surrogates, and the absence of transition-metals and synthetic oxidants. This protocol involves a cascade CDC/oxidative decarboxylation process.

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.

Synthesis of Diaryl Ketones Catalyzed by Al2O 3-ZrO2/S2O82- Solid Superacid

The acylation of a variety of aromatic compounds with benzoyl chloride or its derivatives and catalytic amounts of Al2O3-ZrO 2/S2O82- solid superacid affords the corresponding diaryl ketones in good to excellent yields 75-93% at appropriate temperature.

Triaryl methane derivatives as antiproliferative agents

Clotrimazole (CLT) 1, a synthetic anti-fungal imidazole derivative, inhibits tumor cell proliferation and angiogenesis. In the current study, flow cytometric analysis demonstrated that the decrease in tumor cell growth by CLT 1 was associated with inhibition of cell cycle progression at the G 1-S phase transition, resulting in G0-G1 arrest. A series of CLT 1 analogues has been generated in order to develop CLT 1 derivatives that are devoid of the imidazole moiety which is responsible for the hepatoxicity associated with CLT 1 while retaining CLT 1 efficacy. The majority of these analogues demonstrate in vitro antiproliferative activity ranging from submicromolar to micromolar concentrations.

Carboxylic Trifluoromethanesulfonic Anhydrides as Highly Effective Acylation Agents. - Perfluoroalkanesulfonic Acid Catalyzed Acylation of Arenes

Arene- and alkanecarboxylic trifluoromethanesulfonic anhydrides 2 and 5 are highly effective acylation agents, which react without Friedel-Crafts catalysts even with deactivated aromatics to yield aryl ketones 3 and 6, respectively.Acylation of arenes with carbonyl chlorides 4 and catalytic amounts of perfluoroalkanesulfonic acid gives ketones 3 and 6, resp., in good yields.Under similar conditions other strong Broensted acids show a considerably smaller degree of catalytic effect.