2387-74-8

Upstream product

• 20765-22-4 1-(4-methoxyphenyl)-2-(4-nitrophenyl)ethanone 
• 6552-67-6 4'-methoxy-4-nitrochalcone 
• 104-03-0 4-nitrobenzeneacetic acid 
• 100-66-3 methoxybenzene 
• 119123-49-8 4-Methoxy-benzoic acid 1-(4-methoxy-phenyl)-2-(4-nitro-phenyl)-2-oxo-ethyl ester 
• 39082-40-1 1-[2-(4-methoxyphenyl)ethynyl]-4-nitrobenzene 
• 17763-80-3 para-nitrophenyl triflate 
• 768-60-5 4-methoxyphenylacetylen 
• 636-98-6 p-nitrobenzene iodide 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 22390-98-3 1-(4-methoxyphenyl)ethenyl acetate 
• 108860-25-9 4-(p-methoxybenzoyloxy)-4-(p-methoxyphenyl)-3-(p-nitrophenyl)-1,1-diphenyl-2-azabuta-1,3-diene 
• 50434-36-1 4-nitrophenylacetyl chloride 

Downstream Products

• 6833-15-4 4-chlorobenzanilide 
• 3460-11-5 4-nitrobenzanilide 
• 39057-66-4 N-benzoyl-4-nitrobenzamide 
• 77290-63-2 N-benzoyl-4-methoxy-o-anisamide 
• 20765-23-5 2-(4-methoxyphenyl)-1-(4-nitrophenyl)ethan-1-one 
• 582-69-4 azoxybenzene-4,4'-dicarboxylic acid 

Relevant academic research and scientific papers

Sequentially Pd/Cu-Catalyzed Alkynylation-Oxidation Synthesis of 1,2-Diketones and Consecutive One-Pot Generation of Quinoxalines

We report a simple and efficient one-pot synthesis of 1,2-diketones by concatenation of two Pd/Cu-catalyzed processes: Pd0/CuI-catalyzed Sonogashira coupling of terminal alkynes with aryl (pseudo)halides furnishes internal alkynes, which are directly transformed by PdII/CuII-catalyzed Wacker-type oxidation with DMSO and oxygen as dual oxidants to furnish 1,2-diketones. With this efficient, catalyst economical process, various aryl iodides and triflates are efficiently transformed in high yields into symmetrically and unsymmetrically substituted 1,2-diketones with various functional groups. This process can be readily extended to a consecutive one-pot synthesis of quinoxalines in a diversity-oriented fashion.

Rate Enhancement in CAN-Promoted Pd(PPh3)2Cl2-Catalyzed Oxidative Cyclization: Synthesis of 2-Ketofuran-4-carboxylate Esters

Stoichiometric ceric ammonium nitrate (CAN) and a catalytic amount of Pd(PPh3)2Cl2 (5 mol %) can rapidly produce multisubstituted 2-ketofuran-4-carboxylate esters from 2-propargylic 1,3-ketoesters via oxidative O-cyclization reaction. Pd(PPh3)2Cl2 was found to be the crucial catalyst as its inclusion greatly enhanced the rate of the reaction and cleanly afforded the products within minutes. Over 30 substrates were successfully converted to the desired compounds in mostly moderate to good yields.

Salicylic Acid-Catalyzed Arylation of Enol Acetates with Anilines

α-Aryl ketones are both structure moieties commonly found in bioactive compounds and versatile synthetic intermediates for the preparation of drug-like molecules. An operationally simple and scalable protocol has been developed to prepare α-aryl ketones from readily available aromatic amines and enol acetates (or silyl enol ethers). This metal-free methodology features the use of salicylic acid as a convenient catalyst to promote the formation of aryl radicals from in-situ generated aryl diazonium salts, without demanding thermal or photochemical activation. The mild reaction conditions used are compatible with anilines substituted with diverse functionalities. Structural elaboration of some prepared α-aryl ketones was accomplished to illustrate their usefulness as building blocks. (Figure presented.).

Pyridine N-oxide mediated oxidation of diarylalkynes with palladium on carbon

Pyridine N-oxide works as an effective oxidant of 1,2-diarylalkynes at 120 °C to form benzil derivatives under Pd/C-catalyzed solvent-free conditions, and Pd/C could be reused up to five times after simple filtration.

Palladium on Carbon-Catalyzed synthesis of benzil derivatives from 1,2-Diarylalkynes with DMSO and molecular oxygen as dual oxidants

A palladium on carbon (Pd/C)-catalyzed synthetic method for the preparation of benzil derivatives from 1,2-diarylalkynes has been established using dimethyl sulfoxide (DMSO) and molecular oxygen as dual oxidants. Regardless of the electrical nature of the functional groups on the aromatic rings, 1,2-diarylalkynes were oxidized to the corresponding benzil derivatives in high to excellent yields. Furthermore, the oxidation could efficiently be catalyzed by both the dry and wet types of Pd/C under atmospheric conditions.

An efficient and time saving microwave-assisted selenium dioxide oxidation of 1,2-diarylethanones

Selenium dioxide oxidation of 1,2-diarylethanones to corresponding diones by conventional method takes upto 8 hr. The same oxidation under microwave radiations using dimethylsulfoxide as solvent reduces the reaction time considerably (30 to 90 sec). The method reported is efficient and time saving.

Flavonoids. 43. Deprotonation-initiated Aryl Migration with Sulfur Dioxide Extrusion: A Route to 2,3-Dihydro-2,3-diaryl-3-hydroxy-4H-1-benzopyran-4-ones

Treatment of trans-2,3-dihydro-2-aryl-3-nosyloxy-4H-1-benzopyran-4-ones with various bases afforded 2,3-dihydro-r-2-aryl-t-3-hydroxy-c-3-(4-nitrophenyl)-4H-1-benzopyran-4-ones in a deprotonation-initiated aryl migration followed by sulfur dioxide extrusion.In the presence of hydroxide and methoxide ions a secondary ring cleavage has also been observed.However, the reaction of trans-2,3-dihydro-2-aryl-3-nosyloxy-4H-1-benzopyran-4-ones with cyanide ions gave 2,3-dihydro-r-2-aryl-t-4-cyano-c-3,c-4-epoxy-4H-1-benzopyrans in a carbonyl attack of cyanide followed by an internal substitution reaction.

A Facile One-Pot Synthesis of Vicinal Di- and Triketones from α-Methylene Ketones by NBS-DMSO Oxidation

The reaction of 1,2-diarylethanones (1a-u) with N-bromosuccinimide in anhydrous dimethyl sulphoxide afforded diarylethanediones (2a-u) in excellent yields.Under similar conditions, 1-phenyl-2-butanone (3) gave 1-phenyl-1,2-butanedione (4) in fair yield in addition to a small amount of 1-phenyl-3-methylthio-1,2-butanedione (5) and 1-phenyl-1-methylthio-2-butanone (6). 4-Phenyl-2-butanone (7), 1,3-diphenyl-2-propanone (9), and 1,3-diphenyl-1,3-propanedione (10) gave the corresponding triketones monohydrate (8) and (11). 1-Indanone (12), 2-indanone (13), and 1,3-indandione (14) gave ninhydrin (15) in good yields.In the case of 3-phenyl-1-indanone (16), 3-phenyl-2-bromo-1-indanone (17), 3-phenyl-2-bromo-1-indenone (18) and 3-phenyl-1-indenone (19) were obtained. 1-Phenyl-1-propanone (20) and 1-phenyl-1-butanone (22) gave the corresponding α-(methylthio)ketones (21) and (22). 1,3,3-Triphenylpropanone (24a) and 1-phenyl-3-methyl-1-butanone (24b) yielded only the corresponding α-bromoketones (25a,b) in good yields.These α-bromoketones, however, afforded the corresponding α-diketones (26a,b) in moderate yields when α-bromoketones reacted with dimethyl sulphoxide in the presence of AgBF4.

A New Site Selective Synthesis of Benzoin Esters. Synthesis of Symmetrically and Unsymmetrically Substituted Benzils

A series of novel benzoin esters has been obtained in high yield, in a site selective synthesis, by the acid hydrolysis of a series of 4-benzoyloxy-2-azabuta-1,3-dienes.The oxidation of the benzoin esters allows the preparation of symmetrically and unsymmetrically substituted benzils by a route that is superior, in some cases, to those previously reported.

Structural Effects in Photoepoxidation Sensitized by α-Diketones

A series of α-diketones and benzils were examined for their effectiveness as sensitizers in the photoepoxidation reaction.The reduction potentials of these α-diketones were also determined at a hanging-mercury-drop electrode.The reduction potentials of the p,p'-disubstituted-benzils were successfully correlated to the sum of the Hammett ? values.No evidence could be found that electron transfer plays an important role in the epoxidation mechanism.The mechanistic possibilities are briefly discussed.Studies of the photoepoxidation reaction in a variety of solvents have also shown that the reaction is very insensitive to solvent effects.