99984-61-9

Basic information

• Product Name: (1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile
• CAS NO: 99984-61-9
• Molecular Weight: 186.213
• Mol File: 99984-61-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile(99984-61-9)
• EPA Substance Registry System: (1-methyl-2-oxo-2,3-dihydro-1H-indol-3-yl)acetonitrile(99984-61-9)

Safety Data

• Hazardous Substances Data: 99984-61-9(Hazardous Substances Data)

Upstream product

• 876140-51-1 (E)-2-(1-methyl-2-oxoindolin-3-ylidene)acetonitrile 
• 169037-23-4 5-trifluoromethoxy-1H-indole-2,3-dione 
• 2058-74-4 1-methyl-1H-indole-2,3-dione 
• 108272-71-5 ethyl 2-cyano-2-(1-methyl-2-oxoindolin-3-yl)acetate 
• 771-51-7 indole-3-acetonitrile 
• 51584-17-9 1-methyl-1H-indole-3-acetonitrile 
• 100136-54-7 cyano-(1-methyl-2-oxo-indolin-3-yl)-acetic acid 

Downstream Products

• 947184-94-3 (+/-)-(1R,2R)-1'-methyl-2'-oxo-1',2'-dihydrospiro[cyclohexane-1,3'-indole]-2-carbonitrile 
• 947184-94-3 (+/-)-(1S,2R)-1'-methyl-2'-oxo-1',2'-dihydrospiro[cyclohexane-1,3'-indole]-2-carbonitrile 
• 947184-91-0 (+/-)-(1R,2R)-1'-methyl-2'-oxo-1',2'-dihydrospiro[cyclopentane-1,3'-indole]-2-carbonitrile 
• 947184-91-0 (+/-)-(1S,2R)-1'-methyl-2'-oxo-1',2'-dihydrospiro[cyclopentane-1,3'-indole]-2-carbonitrile 
• 947184-95-4 (1'-methyl-2'-oxo-3-vinyl-2,3-dihydro-3-indolyl)acetonitrile 
• 895576-37-1 spiro[cyclopropane-1,3'-[3H]indole]-1',2'-dihydro-1'-methyl-2'-oxo-2-nitrile 
• 895576-37-1 spiro[cyclopropane-1,3'-[3H]indole]-1',2'-dihydro-1'-methyl-2'-oxo-2-nitrile 
• 885117-65-7 (1-methyl-3-hydroxy-2-oxo-2,3-dihydroindol-3-yl)acetonitrile 
• 895576-37-1 1'-methyl-2'-oxo-1',2'-dihydrospiro[cyclopropane-1,3'-indole]-2-carbonitrile 

Relevant articles and documents

Enantioseletive Fluorination of 3-Functionalized Oxindoles Using Electron-rich Amino Urea Catalyst

An enantioselective fluorination of 3-functionalized oxindoles using electron-rich amino urea catalyst is described. Various 3-functionalized 3-fluoro-2-oxindoles were obtained in good yields and enantio-selectivity. The resulting enantioenriched 3-methylene nitrile 3-fluoro-2-oxindole product was found to inhibit indoleamine 2,3-dioxygenase considerably. (Figure presented.).

Molybdenum-catalyzed asymmetric allylic alkylation of 3-alkyloxindoles: Reaction development and applications

We report a full account of our work towards the development of Mo-catalyzed asymmetric allylic alkylation reactions with 3-alkyloxindoles as nucleophiles. The reaction is complementary to the Pd-catalyzed reaction with regard to the scope of oxindole nucleophiles. A number of 3-alkyloxindoles were alkylated successfully under mild conditions to give products with excellent yields and good-to-excellent enantioselectivities. Applications of this method to the preparation of indoline alkaloids such as (-)-physostigmine, ent-(-)-debromoflustramine B, and the indolinoquinoline rings of communesin B are reported.

Synthesis of isotope labeled Me(3a)-13C-physostigmine and debromoflustramine B

A versatile and concise synthetic route for the synthesis of selectively functionalized pyrrolo[2,3-b]indole alkaloid analogues has been developed starting from 3-indolylacetonitriles. Employing this route, physostigmine with 13C-enrichment at Me(3a) (99 atom% 13C) and debromoflustramine B have been prepared.