92552-45-9

Basic information

• Product Name: 2-phenyl-3-methylisoindolin-1-one
• Synonyms: 2-phenyl-3-methylisoindolin-1-one
• CAS NO: 92552-45-9
• Molecular Weight: 223.274
• Mol File: 92552-45-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 2-phenyl-3-methylisoindolin-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenyl-3-methylisoindolin-1-one(92552-45-9)
• EPA Substance Registry System: 2-phenyl-3-methylisoindolin-1-one(92552-45-9)

Safety Data

• Hazardous Substances Data: 92552-45-9(Hazardous Substances Data)

Upstream product

• 1749-19-5 phenyl(1-phenylethylidene)amine 
• 71-43-2 benzene 
• 7647-01-0 hydrogenchloride 
• 1234560-05-4 C₂₂H₁₈BrNO₃ 
• 26040-23-3 N-phenyl-2-acetylbenzamide 
• 16281-95-1 2-(1-Bromethyl)-benzoesaeuremethylester 
• 62-53-3 aniline 
• 50604-01-8 ethyl-benzoic acid methyl ester 
• 1416618-81-9 C₁₅H₁₃NO₂ 
• 6091-76-5 3-methyl-1-oxoisoindoline 
• 76118-05-3 2-ethylbenzoyl chloride 
• 56776-51-3 2-ethyl-N-phenylbenzamide 

Relevant articles and documents

One-pot method to construct isoindolinones and its application to the synthesis of DWP205109 and intermediate of Lenalidomide

Herein a practical and efficient system for concise synthesis of isoindolinones is described by using substituted methyl 2-(halomethyl)benzoates and substituted amines. Structurally various methyl 2-(halomethyl)benzoates and amines were transformed into isoindolinones 80–99% yield and purity in catalyst-free and solvent-free conditions. The method has a wide substrate scope. The synthetic utility of the one-pot reaction was demonstrated by the concise syntheses of Lenalidomide intermediate and DWP205190.

Generation of Phosphoranyl Radicals via Photoredox Catalysis Enables Voltage-Independent Activation of Strong C-O Bonds

Despite the prevalence of alcohols and carboxylic acids as functional groups in organic molecules and the potential to serve as radical precursors, C-O bonds remain difficult to activate. We report a synthetic strategy for direct access to both alkyl and acyl radicals from these ubiquitous functional groups via photoredox catalysis. This method exploits the unique reactivity of phosphoranyl radicals, generated from a polar/SET crossover between a phosphine radical cation and an oxygen-centered nucleophile. We show the desired reactivity in the reduction of benzylic alcohols to the corresponding benzyl radicals with terminal H atom trapping to afford the deoxygenated products. Using the same method, we demonstrate access to synthetically versatile acyl radicals, which enables the reduction of aromatic and aliphatic carboxylic acids to the corresponding aldehydes with exceptional chemoselectivity. This protocol also transforms carboxylic acids to heterocycles and cyclic ketones via intramolecular acyl radical cyclizations to forge C-O, C-N, and C-C bonds in a single step.

Copper-Catalyzed sp3 C-H Aminative Cyclization of 2-Alkyl-N-arylbenzamides: An Approach for the Synthesis of N-Aryl-isoindolinones

The synthesis of isoindolinones via copper-catalyzed sp3 C-H functionalization of 2-alkyl-N-substituted benzamides is described. This process does not require the preparation of halogenated substitutes, expensive transition metals, or toxic Sn or CO gas. This method provides an efficient approach to generate various functionalized isoindolinones.