14428-50-3

Basic information

• Product Name: Quinoline, 2-(4-methoxyphenyl)-4-methyl-
• CAS NO: 14428-50-3
• Molecular Formula: C17H15NO
• Molecular Weight: 249.312
• Mol File: 14428-50-3.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: Quinoline, 2-(4-methoxyphenyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 2-(4-methoxyphenyl)-4-methyl-(14428-50-3)
• EPA Substance Registry System: Quinoline, 2-(4-methoxyphenyl)-4-methyl-(14428-50-3)

Safety Data

• Hazardous Substances Data: 14428-50-3(Hazardous Substances Data)

Upstream product

• 115307-35-2 N-<(4-methoxyphenyl)methylene>-2-(2-propenyl)benzenamine 
• 116-11-0 2-Methoxypropene 
• 836-41-9 p-methoxybenzylidene-phenylamine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 4053-40-1 4-methylquinoline 1-oxide 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 52562-19-3 2-isopropenylaniline 
• 123-11-5 4-methoxy-benzaldehyde 
• 1433772-22-5 N'-(1-(2-aminophenyl)ethylidene)-4-methylbenzenesulfonohydrazide 
• 768-60-5 4-methoxyphenylacetylen 
• 551-93-9 2-aminoacetophenone 
• 14774-77-7 p-methoxyphenyllithium 
• 100-09-4 4-methoxybenzoic acid 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 135808-65-0 2-(4-methoxyphenyl)-4-quinolinecarboxaldehyde 

Relevant articles and documents

Phenanthrenequinone-Sensitized Photocatalytic Synthesis of Polysubstituted Quinolines from 2-Vinylarylimines

Visible-light-excited 9,10-phenanthrenequinone (PQ*) was used as a photocatalyst for the synthesis of polysubstituted quinolines via the electrocyclization of 2-vinylarylimines. Up to quantitative yields of 2,4-disubstituted quinolines were received after 1 h of excitation with blue LEDs at room temperature when MgCO3 was used as an additive in DCM. On the basis of experimental and DFT studies, we propose that PQ? induces one-electron oxidation of the imine substrate that triggers the electrocyclization mechanism.

Carbocatalytic Cascade Synthesis of Polysubstituted Quinolines from Aldehydes and 2-Vinyl Anilines

Oxidized active carbon (oAC) catalyses the formation of polysubstituted quinolines from o-vinyl anilines and aldehydes. The reaction proceeds in a cascade manner through condensation, electrocyclization and dehydrogenation, and gives access to a wide range of quinolines with alkyl and/or aryl substituents as demonstrated with 40 examples. The metal-free catalytic procedure allows a heterogeneous protocol for the synthesis of various polysubstituted quinolines. The mechanistic studies imply that both the acid and quinoidic groups in oAC are integral for the catalytic manifold. (Figure presented.).

Iron-Catalyzed Aerobic Dehydrogenative Kinetic Resolution of Cyclic Secondary Amines

A nonenzymatic iron-catalyzed dehydrogenative kinetic resolution of cyclic secondary amines using air as an oxidant has been reported. The economical and practical method is applicable to a series of cyclic benzylic amines, including 5,6-dihydrophenanthridines and 1,2-dihydroquinolines, with diverse functional groups at the α position in high yields with excellent enantioselectivities. The direct dehydrogenative kinetic resolution of advanced intermediates of bioactive molecules that are difficult to access using existing catalytic asymmetric synthetic strategy was also demonstrated.