1220993-62-3

Upstream product

• 591-50-4 iodobenzene 
• 1198272-70-6 4-methyl-N-(prop-2-yn-1-yl)-N-(p-tolyl)benzenesulfonamide 
• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 
• 123726-16-9 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 
• 305837-95-0 4-methyl-N-(3-phenylprop-2-yn-1-yl)benzenesulfonamide 

Downstream Products

• 76061-97-7 4-Phenyl-6-methylquinoline 

Relevant academic research and scientific papers

Preparation of 3-Iodoquinolines from N-Tosyl-2-propynylamines with Diaryliodonium Triflate and N-Iodosuccinimide

4-Aryl and 4-alkyl substituted 3-iodoquinolines could be smoothly obtained in one pot by treating N-tosyl-2-propynylamines with diaryliodonium triflate in the presence of K3PO4 and a catalytic amount of CuCl at room temperature, followed by treatment with N-iodosuccinimide and BF3·OEt2 at 0 °C, and then NaOH in methanol solution. The product, 3-iodo-4-phenylquinoline was smoothly transformed into 4-phenylquinoline with zinc; 4-phenyl-3-toluenesulfenylquinoline with toluenethiol, K2CO3, and CuI; 4-phenyl-3-phenylethynylquinoline with the Sonogashira coupling reaction; 4-phenyl-3-styrylquinoline with the Heck coupling reaction; 3,4-diphenylquinoline with the Suzuki-Miyaura coupling reaction; 2-cyclohexyl-3-iodo-4-phenylquinoline with cyclohexanecarboxylic acid, Ag2CO3, and K2S2O8; and 3-iodo-2-(2′,5′-dioxan-1′-yl)-4-phenylquinoline with benzoyl peroxide in dioxane.

Synthesis of substituted quinolines from N-aryl-N-(2-alkynyl) toluenesulfonamides via FeCl3-mediated intramolecular cyclization and concomitant detosylation

A series of substituted quinolines have been synthesized in moderate to good yields (55-81%) from easily available substrates N-aryl-N-(2-alkynyl) toluenesulfonamides via FeCl3-mediated intramolecular cyclization and concomitant detosylation.