1372125-89-7

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 70-55-3 toluene-4-sulfonamide 
• 118-92-3 anthranilic acid 
• 137845-37-5 4-methyl-N-((1E,2E)-3-phenylallylidene)benzenesulfonamide 

Downstream Products

• 1372126-03-8 4-phenyl-1-tosyl-1,2,3,4-tetrahydroquinoline-2,3-diol 
• 1372126-05-0 3-hydroxy-4-phenyl-1-tosylquinolin-2(1H)-one 
• 1372126-07-2 3-methoxy-4-phenyl-1-tosylquinolin-2(1H)-one 
• 6152-57-4 3-methoxy-4-phenyl-quinoline-2(1H)-one 
• 605-03-8 4-phenylquinoline 

Relevant academic research and scientific papers

Synthesis of quinolines from N-tosyl-1-azadienes

A route to aryl-substituted quinolines from N-tosyl 1-azadienes is described. The key steps are a [4 + 2] cycloaddition with benzyne followed by base treatment of the 1,4-dihydroquinoline product. The N-tosyl 1-azadienes were prepared from readily accessible cinnamaldehyde and chalcone substrates by condensation with p-TsNH2. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.

Synthesis of aryl-substituted 1,4-dihydroquinolines by [4+2] cycloaddition of benzyne with 1-azadienes

The synthesis of aryl-substituted 1,4-dihydroquinolines can be achieved using a [4+2] cycloaddition between benzyne and various aryl-substituted 1-azadienes. The conditions are tolerated by N-aryl-, alkyl-, tosyl-, and tert-butoxycarbonyl-protected 1-azad