172789-09-2

Usage

Molecular Structure

2-(1-phenylethoxy)isoindoline-1,3-dione is a heterocyclic compound containing a five-membered ring with a nitrogen atom and a phenylethoxy group attached to it.

Chemical Class

It belongs to the class of isoindoline-1,3-dione derivatives.

Physical Properties

The specific physical properties of 2-(1-phenylethoxy)isoindoline-1,3-dione are not provided in the material.

Chemical Properties

The presence of the phenylethoxy group gives 2-(1-phenylethoxy)isoindoline-1,3-dione specific chemical properties, which may include reactivity and stability. Further research may be needed to fully understand its chemical behavior.

Potential Applications

2-(1-phenylethoxy)isoindoline-1,3-dione may have potential uses in various fields such as pharmaceuticals, agrochemicals, or materials science due to its unique structure and reactivity.

Further Research

More studies and research may be needed to explore the properties and potential uses of 2-(1-phenylethoxy)isoindoline-1,3-dione.

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 585-71-7 (1-bromoethyl)benzne 
• 32015-80-8 N-hydroxyphthalamide 
• 100-41-4 ethylbenzene 
• 98-85-1 1-Phenylethanol 
• 136918-14-4 phthalimide 

Downstream Products

• 58634-67-6 O-(1-phenylethyl)hydroxylamine 
• 172789-26-3 (E)-2,2-dimethyl-O-(1-phenylethyl)-3-hex-5-enone oxime 
• 172789-25-2 (E)-2,2-dimethyl-O-(1-phenylethyl)-3-heptanone oxime 
• 172789-24-1 (E)-1-phenyl-O-(1-phenylethyl)-1-but-3-enone oxime 
• 98-85-1 1-Phenylethanol 

Relevant academic research and scientific papers

Transition-Metal-Free Oxidative Aminooxyarylation of Alkenes: Annulations toward Aminooxylated Oxindoles

An efficient oxidative aminooxyarylation of alkenes under a transition-metal-free condition was described. Under the reaction conditions, N-hydroxyphthalimide (NHPI) reacted readily with N-arylacrylamides to produce cyclic products via a radical C-H functionalization process, achieving both C-O and C-C bonds formation in one pot. This reaction provided a facile access to the valuable aminooxylated oxindoles. The benzylic and α-methylene C(sp3)-H bonds were also aminooxylated under the reaction conditions.

Palladium-catalyzed intermolecular amination of unactivated C(sp3)-H bonds via a cleavable directing group

Palladium-catalyzed intermolecular amination of unactivated C(sp3)-H bonds was developed. Using NFSI as both the amino source and the oxidant, this protocol operates under mild conditions with excellent terminal selectivity and a broad substrate scope. Moreover, the directing group can be easily removed to produce 1,2-amino alcohols.

Ultrasound accelerated synthesis of: O-alkylated hydroximides under solvent- A nd metal-free conditions

A novel, sustainable, environmentally friendly, high substrate scope, efficient, solvent-free and metal catalyst-free method for the cross-dehydrogenative coupling (CDC) reaction between N-hydroxyphthalimide (NHPI) and benzyl/ether compounds is described. This coupling reaction proceeds through ultrasound acceleration. Compared to conventional heating conditions, the use of ultrasound techniques not only improves the reaction efficiency and enhances the reaction rate but also minimizes the side reactions.

Generation and Confinement of Long-Lived N-Oxyl Radical and Its Photocatalysis

Generation of controllable carbon radical under the assistance of N-oxyl radical is an efficient method for the activation of C-H bonds in hydrocarbons. We herein report that irradiation of α-Fe2O3 and N-hydroxyphthalimide (NHPI) under 455 nm light generates phthalimide-N-oxyl radical (PINO), which after being formed by oxidation with holes, is confined on α-Fe2O3 surface. The half-life time of the confined radical reaches 22 s as measured by in situ electron paramagnetic resonance (EPR) after the light being turned off. This allows the long-lived N-oxyl radical to abstract the H from C-H bond to form a carbon radical that reacts with molecular oxygen to form R3C-OO· species, decomposition of which leads to oxygenated products.

Rhodium(iii)-catalyzed directed amidation of unactivated C(sp3)-H bonds to afford 1,2-amino alcohol derivatives

A rhodium-catalyzed directed C(sp3)-H amidation to afford 1,2-amino alcohol oxime derivatives has been developed with good yields and a broad substrate scope. In previous methods for this type of reaction, 1-arylethan-1-ol oxime analogues were

Method for preparing PINO (phthimide-n-oxyl) derivatives through directly coupling NHPI (n-hydroxyphthalimide)and benzyl-containing compounds under non-metal catalysis

The invention discloses a method for preparing PINO (phthimide-n-oxyl) derivatives through directly coupling NHPI (n-hydroxyphthalimide) and benzyl-containing compounds under non-metal catalysis. According to the method, under the nitrogen protection, the

Organocatalytic Radical Involved Oxidative Cross-Coupling of N-Hydroxyphthalimide with Benzylic and Allylic Hydrocarbons

The cross-coupling reaction between N-hydroxyphthalimide and various benzylic and allylic hydrocarbons was realized through an organocatalytic radical-mediated process involving C(sp3)-O bond formation using tert-butyl hydroperoxide (t-BuOOH) as an oxidant and tetra-n-butylammonium iodide [(n-Bu]4NI] as a catalyst, during which the phthalimide N-oxyl (PINO) radical and benzylic and allylic radicals were generated in situ and underwent the selective radical/radical cross-coupling reaction. This novel method provides a convenient metal-free approach to the synthesis of O-alkylated hydroxy imides under mild reaction conditions.

NBu4NI-catalyzed intermolecular C-O cross-coupling reactions: Synthesis of alkyloxyamines

A practical and simple nBu4NI-catalyzed C-O bond formation for the synthesis of alkyloxyamines was achieved under metal-free conditions. The reaction is applicable to the coupling of a range of benzylic and allylic hydrocarbons with N-hydroxyphthalimide and is tolerant of various functional groups. The reaction mechanism was primarily investigated and a radical process was proposed.

Catalytic ortho -acetoxylation of masked benzyl alcohols via an exo -directing mode

A Pd-catalyzed ortho-acetoxylation of masked benzyl alcohols to synthesize various 2-hydroxyalkylphenol derivatives is reported. The 2,6-dimethoxyl benzaldoxime proved to be an efficient exo-type directing group for arene (sp2) C-H functionalization. Two strategies were demonstrated to remove the directing group through N-O and C-O bond cleavages. A high catalyst turnover (>1000) was obtained to illustrate the practicality of this method.

Generation and cross-coupling of benzyl and phthalimide-N-oxyl radicals in a cerium(IV) ammonium nitrate/N-hydroxyphthalimide/ArCH2R system

A method was developed for the cross-dehydrogenative coupling of alkylarenes and related compounds with N-hydroxyphthalimide (NHPI) using cerium(IV) ammonium nitrate (CAN) to prepare O-substituted NHPI derivatives. The characteristic feature of the reaction is that NHPI plays a dual role. Thus, in the presence of CAN, NHPI generates the phthalimide-N-oxyl (PINO) radical, which abstracts a hydrogen atom from the benzyl position to form a C-centered radical. The target oxidative cross-coupling product is formed mainly through the recombination of PINO with the C-centered radical. Therefore, NHPI serves as a mediator for the radical process and a reagent for the radical cross-coupling. The target products were obtained in yields from 35 to 80%.