52260-38-5

Upstream product

• 271-95-4 1,2-benzisoxazole 
• 24472-77-3 trimethyl-(2-oxo-2-phenylethyl)-ammonium bromide 
• 98-88-4 benzoyl chloride 
• 20718-17-6 2-(dimethyl(oxo)-λ⁶-sulfaneylidene)-1-phenylethan-1-one 
• 271-58-9 anthranil 
• 529-23-7 o-aminobenzaldehyde 
• 552-89-6 2-nitro-benzaldehyde 
• 959-28-4 1,4-diphenylbut-2-ene-1,4-dione 
• 182145-44-4 N-(4-Methylphenylsulfonyl)-1,4-dihydro-2H-3,1-benzoxazin-2-one 
• 90312-02-0 N-(2-hydroxymethylphenyl)-4-methylbenzenesulfonamide 
• 5344-90-1 2-Aminobenzyl alcohol 

Downstream Products

• 52260-34-1 1,3-diphenyl-thieno[3,4-b]quinoline 
• 52260-42-1 2,4,11-triphenyl-(3ac,11ac)-3a,4,11,11a-tetrahydro-4r,11c-episulfano-pyrrolo[3,4-b]acridine-1,3-dione 
• 52260-33-0 1,3-diphenyl-2-methylpyrrolo[3,4-6]quinolone 
• 52260-39-6 1,4-diphenylpyridazino[4,5-b]quinoline 

Relevant academic research and scientific papers

Synthesis method of 2, 3-diacyl quinoline compound

The invention discloses a synthesis method of a 2, 3-diacyl quinoline compound. The synthesis method comprises the following steps: dissolving a benzo [c] isoxazole compound as shown in a formula I and an ammonium salt compound as shown in a formula II in an organic solvent, reacting under the action of a copper catalyst and an alkali reagent, and purifying the obtained reaction solution to obtainthe 2, 3-diacyl quinoline compound as shown in a formula III. Raw materials used in the method are low in price, the catalyst is low in price, easy to obtain and low in dosage, operation is easy, andthe substrate application range is wide.

Copper-Catalyzed Annulation or Homocoupling of Sulfoxonium Ylides: Synthesis of 2,3-Diaroylquinolines or α,α,β-Tricarbonyl Sulfoxonium Ylides

An unprecedented copper-catalyzed reaction of sulfoxonium ylides and anthranils is reported that enables an easy access to 2,3-diaroylquinolines through a [4+1+1] annulation. Copper-catalyzed homocoupling of sulfoxonium ylides provided α,α,β-tricarbonyl sulfoxonium ylides, which provides a strategy to extend the carbon chain through C-C bond formation. The utility of the products as well as the mechanistic details of the process are presented.

Diels-Alder reactions of N-sulfonyl substituted aza-ortho-xylylenes generated from the corresponding 1,4-dihydro-2H-3,1-benzoxazin-2-one derivatives

N-Tosyl- and N-alkylidene-sulfonyl substituted 1,4-dihydro-2A-3,1-benzoxazin-2-ones 2c-g easily undergo thermal carbon dioxide extrusion leading to the aza-ortho-xylylenes 3c-g. The intermediates 3c,d can be trapped by electron-poor ethylenic and acetylenic dienophiles, giving tetrahydroquinoline and quinoline derivatives. The reactions of 2c with non-symmetrical dienophiles are completely regioselective. N-Alkylidenesulfonyl substituted aza-orthro-xylylenes 3f-g undergo intramolecular Diels-Alder reactions leading to the tricyclic compounds 10 and 11, while the aza-ortho-xylylene generated from 4-(hex-5-enyl)-N-(4-methylphenylsulfonyl)-1,4-tetrahydro-2H-3,1-benzoxazin-2-one undergoes a [1,5] hydrogen shift leading to N-[2-(1E)-hepta-1,6-dien-1-ylphenyl]-4-methylbenzenesulfonamide.