500028-15-9

Upstream product

• 5554-38-1 4,4'-dimethoxy-benzilic acid anilide 
• 91-56-5 indole-2,3-dione 
• 100-66-3 methoxybenzene 
• 111500-91-5 3-hydroxy-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one 
• 125-13-3 oxyphenisatine 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 91148-54-8 4-di-(p-anisyl)-1,2-dihydro-3,1-benzoxazin-2(4H)-3-one 
• 114863-86-4 N-methyl-1,3-dihydro-3,3-bis(4-methoxyphenyl)-2H-indol-2-one 

Relevant academic research and scientific papers

Lambert Salt-Initiated Development of Friedel–Crafts Reaction on Isatin to Access Distinct Derivatives of Oxindoles

Herein, a mild metal-free and efficacious route for the synthesis of biologically important 3-aryl oxindole derivatives is described. Using Lambert salt-initiated hydroarylation of isatin, a diverse array of monoarylated products, symmetrical/unsymmetrical double-arylated products, and deoxygenated hydroarylated products could be synthesized from the single starting substrate in good to excellent yields. A preliminary mechanistic study revealed that the reaction proceeds via a monoarylated product followed by a nucleophilic attack by another electron-rich arene nucleophile under mild conditions. The potential of newly synthesized symmetric/unsymmetric 3,3-disubstituted oxindole, 3-substituted 3-hydroxy oxindoles, 3,3-di(indolyl)indolin-2-ones, and α-aryl oxindoles as valuable building blocks is further illustrated.

Friedel-Crafts alkylations of electron-rich aromatics with 3-hydroxy-2-oxindoles: Scope and limitations

A Lewis acid-catalyzed nucleophilic addition of electron rich aromatics with 3-hydroxy-2-oxindoles 5 was developed. The reaction is believed to proceed through the 2H-indol-2-one ring system 9, which eventually reacts with various electron-rich aromatics to afford a variety of 2-oxindoles with an all-carbon quaternary center at the pseudobenzylic position (4, 8, 13, and 16) in high yields. The methodology provides an expeditious route to the tetracyclic core (3) of diazonamide (1), and azonazine (2) as well as the tricyclic core of asperazine (6a), idiospermuline (6b), and calycosidine (6c) viz. C(3a)-arylpyrroloindolines 7 having an all-carbon quaternary center on further synthetic elaboration.

Synthesis, characterization, and modification of hyperbranched poly(arylene oxindoles) with a degree of branching of 100%

Excellent thermal stability and a relatively high glass-transition temperature are exhibited by the hyperbranched poly(arylene oxindoles), which were prepared by an acidcatalyzed polycondensation of the substituted isatine 1. The polymers thus obtained ca