84379-71-5

Usage

Derivative of

Isoindolin-1,3-dione and phenylpropanoate

Usage

Organic synthesis and pharmaceutical research

Potential

Biological activities

Structure

Dioxoisoindoline ring fused with a phenylpropanoate moiety

Pharmacological properties

Interesting and potentially valuable

Role

Intermediate in the synthesis of biologically active molecules

Research status

Further research needed to understand potential applications and properties

Upstream product

• 501-52-0 3-Phenylpropionic acid 
• 104-53-0 3-phenyl-propionaldehyde 
• 524-38-9 N-hydroxyphthalimide 
• 122-97-4 3-Phenyl-1-propanol 
• 60-12-8 2-phenylethanol 

Downstream Products

• 100-41-4 ethylbenzene 
• 1174302-46-5 2-benzyloxycarbonyl-1-[N-(benzyloxycarbonyl)]aniline 
• 22767-96-0 Benzyl 3-phenylpropionate 
• 82185-41-9 benzyl anthranilate 
• 133535-77-0 3-phenylthiopropionic acid S-benzyl ester 
• 10264-10-5 N-benzyl-3-phenylpropanamide 
• 28049-02-7 3-phenylpropionic acid diphenyl methyl ester 
• 1220888-74-3 C₃₄H₂₇NO₄ 
• 2142-01-0 N-benzylphthalimide 
• 38228-99-8 N,N'-dibenzylphthalamide 
• 2164-88-7 N-benzyl-2-(3-benzylureido)benzamide 
• 726-26-1 phenyl 3-phenylpropanoate 
• 10268-69-6 phenyl anthranilate 
• 33067-24-2 Phenyl-N-phenoxycarbonylanthranilat 

Relevant academic research and scientific papers

Visible Light-Driven Efficient Synthesis of Amides from Alcohols using Cu?N?TiO2 Heterogeneous Photocatalyst

Amides were synthesized from alcohols and amines in high yields using an in situ generated active ester of N-hydroxyimide with our developed Cu?N?TiO2 catalyst at room temperature using oxygen as a sole oxidant under visible light. The catalyst can be easily prepared, robust, and recycled four times without a considerable change in catalytic activity. This developed protocol applies to a wide substrate scope and has good functional group tolerance. The application of this amidation reaction has been successfully demonstrated for the synthesis of moclobemide, an antidepressant drug, and an analog of the itopride drug on a gram scale.

tert-Butyl Nitrite as a Twofold Hydrogen Abstractor for Dehydrogenative Coupling of Aldehydes with N-Hydroxyimides

A synthetically practical transition metal/catalyst/halogen-free dehydrogenative coupling of aldehydes with N-hydroxyimides promoted solely by tert-butyl nitrite under mild conditions was developed. tert-Butyl nitrite generates two radicals (tBuO and NO) and thus works as a twofold hydrogen abstractor. A diverse array of N-hydroxyimide esters were prepared from either aliphatic or aromatic aldehydes. Benzoyl-substituted aldehydes such as 2-oxo-2-phenylacetaldehyde are also suitable.

N-Doped Yellow TiO2 Hollow Sphere-Mediated Visible-Light-Driven Efficient Esterification of Alcohol and N-Hydroxyimides to Active Esters

Herein we report a simple synthetic protocol for N-doped yellow TiO2 (N-TiO2) hollow spheres as an efficient visible-light-active photocatalyst using aqueous titanium peroxocarbonate complex (TPCC) solution as precursor and NH4OH. In the developed strategy, the ammonium ion of TPCC and NH4OH acts as nitrogen source and structure-directing agent. The synthesized N-TiO2 hollow spheres are capable of promoting the synthesis of active esters of N-hydroxyimide and alcohol through simultaneous selective oxidation of alcohol to aldehyde followed by cross-dehydrogenative coupling (CDC) under ambient conditions upon irradiation of visible light. It is possible to develop a novel and cost-effective one-pot strategy for the synthesis of important esters and amides on gram scale using the developed strategy. The catalytic activity of N-TiO2 hollow spheres is much superior to that of other reported N-TiO2 samples as well as TiO2 with varying morphology.

One-Pot Electrochemical Nickel-Catalyzed Decarboxylative Sp2-Sp3 Cross-Coupling

A one-pot electrochemical nickel-catalyzed decarboxylative sp2-sp3 cross-coupling reaction has been developed using redox-active esters prepared in situ from alkyl carboxylates and N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (PITU). This undivided cell one-pot method enables C-C bond formation using inexpensive, benchtop-stable reagents with isolated yields up to 95% with good functional group tolerance, which includes nitrile, ketone, ester, alkene and selectivity over other aromatic halogens.

Metal-free intermolecular C-O cross-coupling reactions: Synthesis of: N -hydroxyimide esters

Selectfluor-mediated intermolecular C-O cross coupling reaction for the synthesis of N-hydroxyimide esters was developed for the first time. The reaction is applicable to the coupling of readily available aryl and alkyl aldehydes with N-hydroxyphthalimide (NHPI) and N-hydroxysuccinimide (NHSI). The resulting active esters can be directly converted into amides in one pot.

Aerobic amide bond formation with N-hydroxysuccinimide

Breathe easy: Molecular oxygen is one of the most abundant, atom-efficient, and economical oxidants. An aerobic oxidative amide formation from aldehydes and amines is reported. The method uses a catalytic amount of Co(OAc) 2 and N-hydroxysuccinimide as reaction promoters. It is applicable to chiral substrates without loss of their optical purity. Copyright

REAGENTS AND SYNTHETIC METHODS 21. THIONYL CHLORIDE/4-(N,N-DIMETHYLAMINO)PYRIDINE COMPLEX. A SIMPLE ONE-POT METHOD FOR ESTERIFICATION OF CARBOXYLIC ACIDS.

Esters are obtained by a one-pot method, in which the carboxylic acid is first converted into its acyl chloride by means of thionyl chloride/4-(N,N-dimethylamino)pyridine complex as a new activating reagents.