99893-13-7

Basic information

• Product Name: 3H-Indol-3-one, 1-acetyl-1,2-dihydro-2-phenyl-
• CAS NO: 99893-13-7
• Molecular Formula: C16H13NO2
• Molecular Weight: 251.285
• Mol File: 99893-13-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3H-Indol-3-one, 1-acetyl-1,2-dihydro-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3H-Indol-3-one, 1-acetyl-1,2-dihydro-2-phenyl-(99893-13-7)
• EPA Substance Registry System: 3H-Indol-3-one, 1-acetyl-1,2-dihydro-2-phenyl-(99893-13-7)

Safety Data

• Hazardous Substances Data: 99893-13-7(Hazardous Substances Data)

Upstream product

• 78388-91-7 1-(2-phenylindol-1-yl)ethanone 
• 84970-05-8 (2-carboxy-anilino)-phenyl-acetic acid 
• 108-24-7 acetic anhydride 
• 84970-12-7 3-acetoxy-1-acetyl-2-phenyl-1H-indole 
• 2835-06-5 phenylglycin 
• 88-65-3 2-bromobenzoic-acid 
• 108-86-1 bromobenzene 
• 16800-68-3 1-acetyl-2,3-dihydro-1H-indol-3-one 
• 108-90-7 chlorobenzene 
• 591-50-4 iodobenzene 
• 66003-76-7 Diphenyliodonium triflate 
• 25365-71-3 2-phenyl-1H-indol-3-carboxaldehyde 
• 112632-97-0 2-Methoxy-2-phenyl-1-acetyl-2,3-dihydro-1H-indol-3-one 
• 156385-97-6 1-acetyl-2-phenyl-1H-indole-3-carbaldehyde 

Downstream Products

• 27005-52-3 2-(2-phenyl-1H-indol-3-yl)acetonitrile 
• 1006692-46-1 1-acetyl-2-(3-methylbut-2-enyl)l-2-phenylindolin-3-one 
• 143466-28-8 1-Acetyl-2-(2,4-dimethoxy-phenyl)-2-phenyl-1,2-dihydro-indol-3-one 

Relevant articles and documents

Palladium-catalyzed direct C(sp3)-H arylation of indole-3-ones with aryl halides: A novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones

A novel and efficient method for the synthesis of nucleophilic 2-monoarylated indole-3-ones via palladium-catalyzed direct C(sp3)-H arylation of indole-3-ones with aryl halides has been developed. Various 2-monoarylated indole-3-ones were readily obtained with yields up to 95%. As a class of important nucleophilic intermediates, 2-monoarylated indole-3-ones can be used for the construction of C2-quaternary indolin-3-one skeletons.

Palladium-catalyzed α-arylation of indolin-3-ones

A method for the catalytic α-arylation of indolin-3-ones was developed. The catalytic system comprising Pd(dba)2 and PAd3 was found to be optimal for the transformation. The protocol features broad functional group compatibility in that a range of arylated indoxyl derivatives bearing a fully substituted carbon center was synthesized with high efficiency. A preliminary bioassay study revealed that the selected indole-substituted indolin-3-ones exhibit favorable cytotoxic activities against HCT-116 cancer cell line.

Tert -Butoxide-Mediated Arylation of 1-Acetylindolin-3-ones with Diaryliodonium Salts

A procedure for the 2-arylations of indolinone derivatives with diaryliodonium salts mediated by potassium tert-butoxide is developed. Various monoarylated indolinone derivatives are readily obtained in 24-70% yield via this method. The alkylation of monoarylated indolinone derivatives with allyl bromide or benzyl bromide affords the corresponding 2,3-disubstituted products in 60% and 70% yield, respectively.