63352-82-9

Basic information

• Product Name: 8-Methoxy-4-phenylquinoline
• Synonyms: 8-Methoxy-4-phenylquinoline
• CAS NO: 63352-82-9
• Molecular Weight: 235.285
• Mol File: 63352-82-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 8-Methoxy-4-phenylquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Methoxy-4-phenylquinoline(63352-82-9)
• EPA Substance Registry System: 8-Methoxy-4-phenylquinoline(63352-82-9)

Safety Data

• Hazardous Substances Data: 63352-82-9(Hazardous Substances Data)

Upstream product

• 189252-16-2 1-phenyl-1-(2-amino-3-methoxyphenyl)ethylene 
• 298-12-4 Glyoxilic acid 
• 1310708-11-2 8-methoxy-4-phenyl-1,2,3,4-tetrahydroquinoline 
• 90-04-0 2-methoxy-phenylamine 
• 536-74-3 phenylacetylene 
• 16778-21-5 4-chloro-8-methoxyquinoline 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Copper-mediated formal [5+1] annulation of 2-vinylanilines and glyoxylic acid: A facile approach for the synthesis of 4-arylated quinolines

A copper-mediated formal [5 + 1] oxidative annulation of 2-vinylanilines and glyoxylic acid to 4-arylated quinolines was developed. A series of 4-arylated quinoline derivatives were obtained in good to excellent yields. This protocol could be carried out efficiently on gram scale. The transformation probably underwent nucleophilic addition/6π electrocyclization/oxidative aromatization and the elimination of CO2 cascade processes.

Carbon annulation of ortho-vinylanilines with dimethyl sulfoxide to access 4-aryl quinolines

A palladium-catalyzed annulation of ortho-vinylanilines with dimethyl sulfoxide was developed to access 4-aryl quinolines in moderate to good yields. Activated by 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO), DMSO served as a “=CH-” fragment in this transformation. It represents a facile pathway leading to 4-aryl quinolines.

Palladium-catalysed cross-coupling reactions of arylboronic acids with π-deficient heteroaryl chlorides

The palladium-catalysed cross-coupling reactions of arylboronic acids with a variety of π-deficient heteroaryl chlorides proceed in high yield. [1,4-Bis(diphenylphosphino)butane]palladium(II) dichloride was found to be a very satisfactory catalyst for monocyclic heteroaryl chlorides, whereas tetrakis(triphenylphosphine)palladium(O) was found to be excellent for a range of chloroquinoline derivatives.