36149-34-5

Basic information

• Product Name: 2,3-diphenyl-2,3-dihydroisoindol-1-one
• Synonyms: 2,3-diphenyl-2,3-dihydroisoindol-1-one
• CAS NO: 36149-34-5
• Molecular Weight: 285.345
• Mol File: 36149-34-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,3-diphenyl-2,3-dihydroisoindol-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-diphenyl-2,3-dihydroisoindol-1-one(36149-34-5)
• EPA Substance Registry System: 2,3-diphenyl-2,3-dihydroisoindol-1-one(36149-34-5)

Safety Data

• Hazardous Substances Data: 36149-34-5(Hazardous Substances Data)

Upstream product

• 36149-35-6 3-anilino-3-phenyl-3H-isobenzofuran-1-one 
• 5398-11-8 3-phenylphthalide 
• 142-04-1 aniline hydrochloride 
• 62-53-3 aniline 
• 574-45-8 N-(diphenylmethylidene)phenylamine 
• 835-18-7 3-phenyl-2,3-dihydro-isoindol-1-one 
• 22103-85-1 2-benzoylbenzoyl chloride 
• 598-30-1 sec.-butyllithium 
• 32347-03-8 N-(2-bromobenzylidene)aniline 
• 594-19-4 tert.-butyl lithium 
• 6630-33-7 ortho-bromobenzaldehyde 
• 51334-77-1 N-phenyl-2-benzoylbenzamide 
• 85-52-9 2-Benzoylbenzoic acid 
• 59043-57-1 o-lithiobenzonitrile 

Downstream Products

• 16619-96-8 1,2,3-triphenyl-2H-isoindole 
• 123777-73-1 1,2,3-triphenyl-2,3-dihydro-1H-1,3-epidioxido-isoindole 

Relevant articles and documents

Diversity-Oriented Synthesis of Heterocycles: Al(OTf)3-Promoted Cascade Cyclization and Ionic Hydrogenation

An efficient and facile method has been developed for the diversity-oriented synthesis of heterocycles. Hexahydrophenoxazines, tetrahydroquinolines, indolines, hexahydrocarbazoles, and lactones were conducted via Al(OTf)3-promoted cascade cyclization and ionic hydrogenation. Furthermore, this protocol was utilized to smoothly prepare piracetam and its key intermediate as well.

Lithium–Bromide Exchange versus Nucleophilic Addition of Schiff's base: Unprecedented Tandem Cyclisation Pathways

By exploring lithium–bromide exchange reactivity of aromatic Schiff's bases with tert-butyllithium (tBuLi), we have revealed unprecedented competitive intermolecular and intramolecular cascade annulation pathways, leading to valuable compounds, such as iso-indolinones and N-substituted anthracene derivatives. A series of reaction parameters were probed, including solvent, stoichiometry, sterics and organolithium reagent choice, in order to understand the influences that limit such ring-closing pathways. With two viable reactivity options for the organolithium on the imine; namely, nucleophilic addition or lithium–bromide exchange, a surprising competitive nature was observed, where nucleophilic addition dominated, even under cryogenic conditions. Considering the most commonly used solvents for lithium–bromide exchange, tetrahydrofuran (THF) and diethyl ether (Et2O), contrasting reactivity outcomes were revealed with nucleophilic addition promoted in THF, while Et2O yielded almost double the conversion of cyclic products than in THF.

Synthesis of 3-phenylisoindolinones by reaction of 2-carboxybenzophenone and 2-methoxycarbonylbenzophenone with ureas in formic acid

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