84258-33-3

Basic information

• Product Name: 1-benzyl-1,4,5,6-tetrahydro-2H-indol-2-one
• Synonyms: 1-benzyl-1,4,5,6-tetrahydro-2H-indol-2-one
• CAS NO: 84258-33-3
• Molecular Weight: 225.29
• Mol File: 84258-33-3.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1-benzyl-1,4,5,6-tetrahydro-2H-indol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-1,4,5,6-tetrahydro-2H-indol-2-one(84258-33-3)
• EPA Substance Registry System: 1-benzyl-1,4,5,6-tetrahydro-2H-indol-2-one(84258-33-3)

Safety Data

• Hazardous Substances Data: 84258-33-3(Hazardous Substances Data)

Upstream product

• 27866-39-3 1-benzyl-4,5,6,7-tetrahydro-1H-indole 
• 932-03-6 1-Ethynyl-7-oxa-bicyclo[4.1.0]heptane 
• 768-17-2 2-oxocyclohexenylene acetic acid enol lactone 
• 201348-84-7 N-benzyl-2,2,2-trichloro-N-(2-phenylthiocyclohex-1-enyl)acetamide 
• 201348-87-0 N-benzyl-2,2-dichloro-N-(2-phenylthiocyclohex-1-enyl)acetamide 
• 100-46-9 benzylamine 
• 4471-09-4 N-benzylcyclohexylimine 
• 108-94-1 cyclohexanone 

Downstream Products

• 1001112-18-0 C₁₅H₁₄BrNO 
• 7135-32-2 1-benzylindolin-2-one 
• 84258-41-3 1-Benzyl-7-chloro-1,4,5,6-tetrahydro-indol-2-one 

Relevant articles and documents

Oxidative Dearomatization of 4,5,6,7-Tetrahydro-1H-indoles Obtained by Metal- and Solvent-Free Thermal 5-endo-dig Cyclization: The Route to Erythrina and Lycorine Alkaloids

A facile one-pot approach based on a thermally induced metal- and solvent-free 5-endo-dig cyclization reaction of the amino propargylic alcohols in combination with Dess-Martin periodinane-promoted oxidative dearomatization of 4,5,6,7-tetrahydroindole intermediates provides an efficient and robust access to 5,6-dihydro-1H-indol-2(4H)ones. Green, relatively mild and operationally simple characteristics of the synthetic sequence are the major advantages, which greatly amplify the developed methodology. The utility of obtained indolones as unified key precursors is demonstrated by the application of these products to the formal total syntheses of a whole pleiad of Erythrina- and Lycorine-type alkaloids, namely (±)-erysotramidine, (±)-erysotrine, (±)-erythravine, (±)-γ-lycorane, and abnormal erythrinanes (±)-coccoline and (±)-coccuvinine.

Short Total Synthesis of (±)-γ-Lycorane by a Sequential Intramolecular Acylal Cyclisation (IAC) and Intramolecular Heck Addition Reaction

An intramolecular acylal cyclisation (IAC) approach to the synthesis of a range of bicyclic heterocycles is reported. As an example of the utility of the IAC reaction, the methodology was applied in a protecting-group-free five-step total synthesis of (±)-γ-lycorane, incorporating a new intramolecular Heck addition reaction to generate the pentacyclic core structure of the natural product in good yield.

Synthesis of novel 7-substituted 5,6-dihydroindol-2-ones via a Suzuki-Miyaura cross-coupling strategy

A versatile method for the synthesis of new 7-substituted 5,6-dihydroindol-2-ones is described. The synthetic strategy proceeds through the use of the established palladium-catalyzed Suzuki-Miyaura cross-coupling reaction of halogenated indol-2-ones and a