10173-29-2

Upstream product

• 23464-17-7 1,3-diphenylpropane-1,2-dione 
• 95-54-5 1,2-diamino-benzene 
• 54519-12-9 2-hydroxychalcone 
• 18039-32-2 1,1a-dihydro-1,2-diphenylazirino<1,2-a>quinoxaline 
• 13494-38-7 2-benzoyl-3-phenylquinoxaline 1,4-dioxide 
• 53326-80-0 2-benzyl-3-phenylquinoxaline 1,4-dioxide 
• 1625-85-0 2,4-diphenyl-3H-1,5-benzodiazepine 
• 102-04-5 1,3-Diphenylpropanone 
• 29554-82-3 N-<2-Phenyl-1-(phenylmethyl)ethyliden>benzolamin 
• 5411-12-1 chalcone epoxide 
• 611-91-6 2,3-dibromo-1,3-diphenylpropane-1-one 

Downstream Products

• 66803-38-1 acetoxy-phenyl-(3-phenyl-quinoxalin-2-yl)-methane 

Relevant academic research and scientific papers

[4+2] heterocyclization for efficient formation of substituted quinoxalines through carbon-oxygen bonds cleavage

A new domino strategy for efficient synthesis of highly functionalized quinoxaline derivatives via [4 + 2] heterocyclization involving ring-opening of oxirane process has been developed. The reaction promoted by Cs2CO3 was easy to perform in a simple operation from common and inexpensive starting materials. The bisfunctionalization of quinoxaline framework including C2 benzylation and C3 arylation was readily achieved in domino fashion that involved the cleavage of three C-O bonds of 1,3-diaryl-2,3-epoxypropan-1-one.

Copper-Catalyzed Cascade Cycloamination of α-Csp3-H Bond of N-Aryl Ketimines with Azides: Access to Quinoxalines

A copper-catalyzed cycloamination of α-Csp3-H bond of N-aryl ketimines with sodium azide has been developed. This methodology provides an efficient access to quinoxalines and features mild reaction conditions and readily available ketimines with diverse functional group tolerance.

Et3N-catalyzed oxidative dehydrogenative coupling of α-unsubstituted aldehydes and ketones with aryl diamines leading to quinoxalines using molecular oxygen as oxidant

A novel Et3N-catalyzed oxidative dehydrogenative coupling of α-unsubstituted carbonyl compounds with aryl diamines leading to quinoxaline derivatives using molecular oxygen as oxidant has been developed. Six hydrogen dissociations involving 2 sp3 C-H bonds activation are realized under mild conditions in this approach. Plausible mechanism is proposed for this novel Et3N-catalyzed transformation on the basis of the aboratively designed mechanistic studies including the radical detection by EPR. 2012 Elsevier Science. All rights reserved.

Flash vacuum pyrolysis of 1,5-benzodiazepines

Gas-phase pyrolysis of the 2,4-diphenyl- and 2,4-dimethyl-1,5- benzodiazepines 3 and 4 at 800-850 °C gave a range of heterocyclic products (e.g. quinoxalines 8, 10 and 11, indole 9, benzimidazole 5 and pyrazole 7) in low yields. The formation of most products is initiated by cleavage of the 2,3-bond to give a diradical intermediate, though the pyrazole is obtained by a mechanism involving a 1,5-hydrogen shift followed by an unusual ring contraction.

AZIRIDINYL KETONES AND THEIR CYCLIC ANILS. 8. 1,2-DIARYL-1,1a-DIHYDROAZIRINO/1,2-a/QUINOXALINES FROM SUBSTITUTE o-PHENYLENEDIAMINES AND CHALCONE DIBROMIDES

The reaction of 4-R-substituted (R=Br, Cl, OC2H5, CN, NO2) 1,2-phenylenediamines with 1,3-diaryl-2,3-dibromo-1-propanones in the presence of triethylamine gave 1,2-diaryl-5-R-1,1a-dihydroazirino/1,2-a/quinoxalines, which undergo isomerization in an acidic

REACTION OF 3-ARYL-2-BENZOYLOXIRANES WITH ALKYL THIOCYANATES

3-Aryl-2-benzoyloxiranes and alkyl thiocyanates in the presence of an equivalent amount of anhydrous AlCl3 form erythro-N-(2-benzoyl-1-aryl-2-chloroethyl)-S-alkyl thiocarbamates and α-diketones. p-Tolyl and p-anisyl-2-benzoyl-oxiranes do not react with alkyl thiocyanates, but isomerize to the respective α-diketones, and form the threo-chlorohydrins in low yield.

Deoxygenation of Quinoxaline and Phenazine N-Oxides by Catalytic Transfer Reduction and by Iodide in the Presence of Pyridine/Sulfur Trioxide Complex

Quinoxaline and phenazine di-N-oxides are deoxygenated under mild conditions by catalytic transfer reduction or by treatment with sodium iodide in the presence of pyridine/sulfur trioxide complex.

DEOXYGENATION OF 2,3-DISUBSTITUTED QUINOXALINE 1,4-DIOXIDES

The title compounds can be deoxygenated under very mild conditions by hexachlorodisilane, iodotrimethylsilane, trifluoroacetic anhydride-sodium iodide, and titanium tetrachloride-zinc dust.