24918-51-2

Upstream product

• 100-58-3 phenylmagnesium bromide 
• 608-05-9 5-methyl-indole-2,3-dione 
• 28864-72-4 5-methyl-3-phenyl-3-hydroxy-1,3-dihydro-indol-2-one 
• 3484-35-3 5-methylindolin-2-one 
• 108-90-7 chlorobenzene 
• 10295-51-9 2-hydroxy-N-(4-methylphenyl)-2-phenylacetamide 

Downstream Products

• 88323-48-2 1,3-Bis-diethylaminomethyl-5-methyl-3-phenyl-1,3-dihydro-indol-2-one 
• 84218-34-8 5,5'-Dimethyl-3,3'-diphenyl-1,3,1',3'-tetrahydro-[3,3']biindolyl-2,2'-dione 
• 28864-72-4 5-methyl-3-phenyl-3-hydroxy-1,3-dihydro-indol-2-one 
• 923568-87-0 tert-butyl 5-methyl-2-oxo-3-phenylindoline-1-carboxylate 

Relevant academic research and scientific papers

Organocatalytic stereoselective conjugate addition of 3-substituted oxindoles with in situ generated ortho-quinone methides

A novel method for the stereoselective conjugate addition of 3-substituted oxindoles to in situ generated o-QMs was described. This process was catalyzed efficiently by a cinchonidine-derived squaramide catalyst in oil-water phase, furnishing the corresponding 3,3-disubsituted oxindole derivatives in moderate to high yields (up to 98%) with high stereoselectivities (up to 95% ee, 15.4:1 dr). The utility of this reaction was also investigated by the gram-scale synthesis and derivatization of one of the products.

N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed α-arylation of oxindoles with aryl chlorides and aerobic oxidation of the products in a one-pot procedure

NHC-Pd(II)-Im complex 1 was found to be an effective catalyst for the α-arylation of unprotected oxindoles with aryl chlorides to give products 4 in 44-98% yields under a N2 atmosphere. Furthermore, if the reactions were first performed under conditions identical to those for the α-arylation reaction for 12 h and then exposed to air for another 3 h, 3-aryl-3-hydroxy-2-oxindoles 5 can be obtained in 49-84% yields in a one-pot procedure.