52839-46-0

Usage

Heterocyclic compound

Contains an isoindole core structure

Substituent group

Benzoylphenylmethyl group

Usage

Organic synthesis and pharmaceutical research

Potential pharmacological activities

Antiviral, antibacterial, and anticancer properties

Application

Building block in the synthesis of biologically active molecules

Promising lead compound

For drug discovery

Upstream product

• 591-50-4 iodobenzene 
• 67-66-3 chloroform 
• 380430-66-0 2-(N-phthalimidomethyl)-benzeneboronic acid pinacol ester 
• 131-58-8 2-Methylbenzophenone 
• 136918-14-4 phthalimide 
• 59310-31-5 2-bromomethylbenzophenone 

Downstream Products

• 349148-01-2 2,3-dihydro-3-hydroxy-2-[2-hydroxyphenylmethylphenylmethyl]-1H-isoindol-1-one 

Relevant academic research and scientific papers

Palladium Catalyzed Carbonylative Coupling for Synthesis of Arylketones and Arylesters Using Chloroform as the Carbon Monoxide Source

We describe a modular, palladium catalyzed synthesis of aryl(hetero)aryl benzophenones and aryl benzoates from aryl(hetero)aryl halides using CHCl3 as the carbonyl source in the presence of KOH. The reaction occurs in tandem through an initial carbonylation to generate an aroyl halide, which undergoes coupling with arylboronic acids, bornonates, and phenols. Direct carbonylative coupling of indoles at the third position has also been accomplished under slightly modified reaction conditions by in situ activation of the C-H bond. Notably, CHCl3 is a convenient and safe alternation of CO gas, provides milder reaction conditions with high functional group tolerance, and gives the products in moderate to good yields.

Intramolecular addition of a hydroxyl to a N-acyliminium system. Application to the synthesis of isoindolo[2,1-a] [3,1]benzoxazine and isoindolo[1,2-c][2,4] benzoxazepine derivatives

The titled compounds were prepared by the reaction of hydroxylated lactam (3a-c) or (10) with p-toluenesulfonic acid in dichloromethane. The ratio of diastereomeric mixtures (4b/5b (2/1) or 4c/5c (2/1) or 11/12 (5/1)) is discussed.

cis-6-phenyl-4bH,6H,11H,13H-isoindolo[1,2-c]benz[2,4]oxazepin-13-one

The title compound, C22H17NO2, contains an isoindolinone moiety joined to a phenyl-substituted benzoxazepine ring. The isoindolinone moiety is essentially planar and the oxazepine ring adopts a distorted chair conformation, with the phenyl substituent equatorial. Owing to the severe puckering of the central oxazepine ring, the molecule as a whole is non-planar; the benzene ring of the benzoxazepine fragment makes an angle of 67.7 (1)° with respect to the isoindoline ring.