833486-34-3

Upstream product

• 29289-13-2 2-iodo-4-methylaniline 
• 107-19-7 propargyl alcohol 

Downstream Products

• 36054-00-9 6-methyl-2,3-dihydroquinolin-4(1H)-one 
• 445408-50-4 6-methyl-1-(toluene-4-sulfonyl)-2,3-dihydro-1H-quinolin-4-one 
• 852292-32-1 N-[2-(3-hydroxy-prop-1-ynyl)-4-methyl-phenyl]-4-methyl-benzenesulfonamide 
• 20150-83-8 6-methyl-1,2,3,4-tetrahydroquinolin-2-one 

Relevant academic research and scientific papers

Superacid-catalyzed tandem Meyer–Schuster rearrangement/intramolecular hydroamination of o-anilinopropargyl alcohols for the synthesis of 2,3-dihydro-4(1H)-quinolones

A TfOH-catalyzed synthesis of 2,3-dihydro-4(1H)-quinolones from o-anilinopropargyl alcohols was developed. Studies of N-protecting groups and substituents in phenyl rings showed that diverse groups could be applied. By controlling the catalyst loading, o-anilinopropargyl alcohols underwent the expected transformation smoothly to produce N-protected or N-deprotected 2,3-dihydro-4 (1H)-quinolones in good yields. This transformation probably involved a tandem Meyer–Schuster rearrangement/intramolecular hydroamination reaction process.

Synthesis of five-, six-, and seven-membered ring lactams by Cp*Rh complex-catalyzed oxidative N-heterocyclization of amino alcohols

A new effective catalytic system consisting of [Cp*RhCl 2]2/K2CO3 (Cp* = pentamethylcyclopentadienyl) for the lactamization of amino alcohols has been developed. As an example, the reaction of 3-(2-aminophenyl)-1-propanol in the presence of [Cp*RhCl2]2 (5.0% Rh) and K 2CO3 (10%) in acetone gives 3,4-dihydro-2(1H)-quinolinone in an isolated yield of 80%. A variety of five-, six-, and seven-membered benzo-fused lactams are synthesized by this catalytic system.