289906-69-0

Basic information

• Product Name: 1-benzyl-5-methoxy-1'-methyl-1H-spiro[indole-3,3'-pyrrolidin]-2-one
• Synonyms: 1-benzyl-5-methoxy-1'-methyl-1H-spiro[indole-3,3'-pyrrolidin]-2-one
• CAS NO: 289906-69-0
• Molecular Weight: 322.407
• Mol File: 289906-69-0.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-benzyl-5-methoxy-1'-methyl-1H-spiro[indole-3,3'-pyrrolidin]-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-5-methoxy-1'-methyl-1H-spiro[indole-3,3'-pyrrolidin]-2-one(289906-69-0)
• EPA Substance Registry System: 1-benzyl-5-methoxy-1'-methyl-1H-spiro[indole-3,3'-pyrrolidin]-2-one(289906-69-0)

Safety Data

• Hazardous Substances Data: 289906-69-0(Hazardous Substances Data)

Upstream product

• 108-74-7 1,3,5-trimethyl-1,3,5-triazacyclohexane 
• 289906-68-9 1'-benzyl-5'-methoxy-1',3'-dihydrospiro-[cyclopropane-1,3'-indol]-2'-one 
• 50-00-0 formaldehyd 
• 404871-51-8 1-benzyl-5-methoxy-1H-spiro[indole-3,3'-pyrrolidin]-2-one 
• 222533-55-3 (S)-3-<1-benzyl-3-(3-methylbut-2-enyl)-5-methoxy-2-oxindolyl>acetic acid 
• 222533-54-2 (S)-1-benzyl-3-(3-methylbut-2-enyl)-5-methoxy-3-(2-nitroethyl)-2-oxindole 
• 222533-50-8 1-tert-butyldimethylsilyl-3-(3-methylbut-2-enyl)-5-methoxy-2-oxindole 
• 222533-53-1 (S)-3-(3-methylbut-2-enyl)-5-methoxy-3-(2-nitroethyl)-2-oxindole 
• 222533-52-0 (S)-3-(3-methylbut-2-enyl)-5-methoxy-3-(2-nitrovinyl)-2-oxindole 
• 222533-48-4 5-methoxy-3-(3-methylbut-2-enyl)-2-oxindole 
• 7699-18-5 5-methoxyindolin-2-one 
• 3416-18-0 5-hydroxyoxindole 
• 16077-10-4 N-benzyl-5-methoxyisatin 
• 100-39-0 benzyl bromide 

Relevant articles and documents

Applications of NHC-mediated O- to C-carboxyl transfer: synthesis of (±)-N-benzyl-coerulescine and (±)-horsfiline

NHC-promoted O- to C-carboxyl transfer of 3-allyl indolyl phenyl carbonates generates 3-allyl-3-phenoxycarbonyl-oxindoles with good catalytic efficiency, which are readily converted into (±)-N-benzyl-coerulescine and (±)-horsfiline.

Concise synthesis of (±)-horsfiline and (±)-coerulescine by tandem cyclisation of iodoaryl alkenyl azides

A brief, efficient and economical synthesis of the spiropyrrolidinyloxindoles, horsfiline and coerulescine, has been achieved, starting from itaconic acid and, respectively, p-anisidine or o-iodoaniline. Tandem radical cyclisation of iodoaryl alkenyl azides is the key step in both syntheses.

Efficient synthesis of (±)-horsfiline through the MgI2-catalyzed ring- expansion reaction of a spiro[cyclopropane-1,3'-indol]-2'-one

We report a short synthetic route to (±)-horsfiline that provides the racemate in five steps from commercially available, substituted isatin in 41% overall yield. Efficient entry into the spiro[oxindole-pyrrolidine] ring system is possible through the application of the cyclopropane opening/ring expansion chemistry we have described with MgI2 as a bifunctional catalyst.