5855-50-5

Upstream product

• 36710-53-9 2-phenyl-quinolin-3-ylamine 
• 7152-68-3 (2RS,3RS)-2,3-epoxy-3-(2-nitro-phenyl)-1-phenyl-propan-1-one 
• 485-89-2 oxycinchophen 
• 15111-14-5 2-iodo-N-(phenylmethylene)-benzenamine 
• 64352-78-9 trans-dimeric 2-iodonitrosobenzene 
• 7152-68-3 2,3-epoxy-1-phenyl-3-(2-nitrophenyl)-1-propanone 
• 5659-33-6 2-phenylquinoline 1-oxide 
• 71-43-2 benzene 
• 532-27-4 1-chloroacetophenone 
• 552-89-6 2-nitro-benzaldehyde 
• 7152-68-3 trans-2,3-epoxy-1-(2-nitrophenyl)-3-phenylpropan-1-one 
• 1018071-63-0 methyl 2-phenylquinoline-3-carboxylate 
• 879721-09-2 2-phenyl-quinoline-3-carbonyl chloride 
• 856196-10-6 2-phenylquinoline-3-carboxamide 

Downstream Products

• 41957-68-0 2-benzo[1,3]dioxol-5-ylmethyl-5-phenyl-2,3-dihydro-1H-[1,3]oxazino[6,5-c]quinoline 
• 41957-72-6 2-(3-methyl-benzyl)-5-phenyl-2,3-dihydro-1H-[1,3]oxazino[6,5-c]quinoline 
• 41957-70-4 2-(4-chloro-benzyl)-5-phenyl-2,3-dihydro-1H-[1,3]oxazino[6,5-c]quinoline 
• 41957-73-7 5-phenyl-2-(3,4,5-trimethoxy-phenyl)-2,3-dihydro-1H-[1,3]oxazino[6,5-c]quinoline 
• 41957-67-9 2-benzyl-5-phenyl-2,3-dihydro-1H-[1,3]oxazino[6,5-c]quinoline 
• 41957-69-1 2-(3-chloro-benzyl)-5-phenyl-2,3-dihydro-1H-[1,3]oxazino[6,5-c]quinoline 
• 41957-71-5 2-(4-methyl-benzyl)-5-phenyl-2,3-dihydro-1H-[1,3]oxazino[6,5-c]quinoline 
• 1197391-19-7 4-bromo-2-phenylquinolin-3-ol 
• 841303-93-3 4-(2-phenyl-quinolin-3-yl)-benzaldehyde 
• 616870-16-7 trifluoro-methanesulfonic acid 2-phenyl-quinolin-3-yl ester 
• 36710-53-9 2-phenyl-quinolin-3-ylamine 
• 116028-22-9 [2]naphthyl-carbamic acid-(2-phenyl-[3]quinolyl ester) 
• 116028-37-6 [1]naphthyl-carbamic acid-(2-phenyl-[3]quinolyl ester) 
• 102468-02-0 phenyl-carbamic acid-(2-phenyl-[3]quinolyl ester) 

Relevant academic research and scientific papers

[2-(2-Nitrophenyl)oxiran-1-yl](aryl(methyl))ketones in the synthesis of 3-hydroxyquinolin-4(1H)-ones and 2-arylquinolines

The applicability of [2-(2-nitrophenyl)oxiran-1-yl](aryl(methyl))ketones in the synthesis of 3-hydroxyquinolin-4-ones and 2-arylquinolines was studied.

Catalyst-Free Synthesis of 2-Anilinoquinolines and 3-Hydroxyquinolines via Three-Component Reaction of Quinoline N-Oxides, Aryldiazonium Salts, and Acetonitrile

A rapid microwave-assisted, catalyst-free, three-component synthesis of various 2-anilinoquinolines from quinoline N-oxides and aryldiazonium salts in acetonitrile under microwave irradiation is reported. This reaction utilizes acetonitrile as a single nitrogen source and involves the formation of two new C-N bonds via the formal [3 + 2] cycloaddition reaction. In the case of 2-substituted quinolines, 3-hydroxyquinoline was observed as the main product via a 1,3 shift of the oxygen atom from N-oxide to the C3 position of quinolines.

Simple synthesis of 3-hydroxyquinolines via Na2S2O4-mediated reductive cyclization of (2-(2-nitrophenyl)oxiran-1-yl)(aryl)methanones (o-nitrobenzalacetophenone oxides)

An efficient sodium dithionite (Na2S2O4)-mediated method for construction of 3-hydroxyquinolines via in situ Meinwald rearrangement/intramolecular reductive cyclization of o-nitrobenzalacetophenone oxides has been developed. The practical approach is of excellent functional group compatibility with as high as 98% yield under mild reaction conditions. Moreover, further manipulation successfully furnished 4-bromo substituted derivatives which may provide a promising potential application in exploring biologically active analogs of 3-hydroxyquinolines.

The ketene-surrogate coupling: Catalytic conversion of aryl iodides into aryl ketenes through ynol ethers

tert-Butoxyacetylene is shown to undergo Sonogashira coupling with aryl iodides to yield aryl-substituted tert-butyl ynol ethers. These intermediates participate in a [1,5]-hydride shift, which results in the extrusion of isobutylene and the generation of aryl ketenes. The ketenes are trapped in situ with multiple nucleophiles or undergo electrocyclic ring closure to yield hydroxynaphthalenes and quinolines.