1194653-94-5

Basic information

• Product Name: (E)-3-benzylidene-5-methylindolin-2-one
• Synonyms: (E)-3-benzylidene-5-methylindolin-2-one
• CAS NO: 1194653-94-5
• Molecular Weight: 235.285
• Mol File: 1194653-94-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (E)-3-benzylidene-5-methylindolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-benzylidene-5-methylindolin-2-one(1194653-94-5)
• EPA Substance Registry System: (E)-3-benzylidene-5-methylindolin-2-one(1194653-94-5)

Safety Data

• Hazardous Substances Data: 1194653-94-5(Hazardous Substances Data)

Upstream product

• 3484-35-3 5-methylindolin-2-one 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 
• 6876-68-2 N-(4-methylphenyl)-3-phenyl-2-propenamide 

Downstream Products

• 1194654-02-8 (1R,2R,5S,6S)-5,5'-dimethyl-2'-oxo-2,6-diphenylspiro[cyclohex[3]ene-1,3'-indoline]-3-carbaldehyde 

Relevant articles and documents

Synthesis of (E)-3-Alkylideneindolin-2-ones by an Iron-Catalyzed Aerobic Oxidative Condensation of Csp3–H Bonds of Oxindoles and Benzylamines

A novel synthetic route for the construction of (E)-3-alkylideneindolin-2-ones through iron-catalyzed aerobic oxidative condensation of oxindoles with benzylamines has been developed. This oxidative reaction involves a sequence of C–H activation, amine self-condensation, nucleophilic addition, and C–C double bond formation. The synthetic importance of this protocol has been demonstrated by preparing tyrosine kinase inhibitors, anticonvulsant and antitumor agents, and other valuable 3-alkylideneindolin-2-one derivatives. Key intermediates are isolated and a plausible mechanistic pathway for the reaction has been discussed.

Oxindole synthesis by palladium-catalysed aromatic C-H alkenylation

A strategy involving palladium-catalysed aromatic C-H functionalisation/ intramolecular alkenylation provides a convenient and direct synthesis of 3-alkylideneoxindoles. In the presence of 5 mol% of PdCl2MeCN 2 and AgOCOCF3, a wide variety of N-cinnamoylanilines gave 3-alkylideneoxindoles in moderate to good yield. The Royal Society of Chemistry.