76029-42-0

Usage

Structure

Cyclic organic compound with a heterocyclic ring structure

Components

Contains 2-cyclohexen-1-yloxy group attached to isoindoline-1,3-dione core

Usage

Used in the synthesis of various pharmaceuticals and organic compounds

Biological activities

Has potential biological activities

Synthesis applications

Can be used as a starting material for the synthesis of other complex organic molecules

Fields of application

May have applications in medicinal chemistry and drug discovery.

Upstream product

• 524-38-9 N-hydroxyphthalimide 
• 822-67-3 Cyclohex-2-enol 
• 1521-51-3 rac-3-bromocyclohexene 
• 110-83-8 cyclohexene 

Downstream Products

• 76029-48-6 O-(2-cyclohexenyl)hydroxylamine 
• 360073-71-8 N-benzyl-O-(2-cyclohexenyl)hydroxylamine 
• 78730-62-8 C₆H₁₁NO*ClH 
• 169956-61-0 2-(cyclohexyloxy)-1H-isoindole-1,3(2H)-dione 
• 54488-64-1 O-cyclohexylhydroxylamine hydrochloride 

Relevant academic research and scientific papers

A new and efficient heterogeneous system for the phthalimide N-oxyl (PINO) radical generation

Sodium periodate/wet silica gel in the presence of dichloromethane is an efficient reagent at room temperature for the phthalimide N-oxyl (PINO) radical generation from its precursor N-hydroxyphthalimide (NHPI). PINO reactions with cycloalkenes occur excl

Copper-catalyzed C–O coupling of styrenes with N-hydroxyphthalimide through dihydroxylamination reactions

An efficient method of copper-catalyzed 1,2-dihydroxylaminations of alkenes have been demonstrated under air conditions by using PhI(OAc)2as oxidant to furnish the dioxygenated products in 20–81% yields. This provided an alternative methodology to synthesis of dioxygenated products, which were easily transformed into diols under the reductive conditions. Furthermore, a free-radical addition mechanism was proposed in this transformation.

Rhodium(III)-catalyzed alkenyl c-H functionalization to dienes and allenes

An oxyacetamide-directed Rh(III)-catalyzed Z-type alkenyl C-H functionalization through a rare exo-rhodacyle intermediate is described, forming multisubstituted dienes and allenes. A variety of alkenes and propargylic carbonate coupling partners are suita

1. 2 - effinity and ring compound derivative as a preparation for treating myeloma drug application

The invention discloses a 1,2-oxa-cyclic compound derivative and a preparation method thereof. A molecular structural general formula of 1,2-oxa-cyclic compound derivative is (I), wherein in the formula, A is (hetero) aromatic ring or non-aromatic ring; R

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.

Metal-free three-component oxyazidation of alkenes with trimethylsilyl azide and N-hydroxyphthalimide

A novel and facile oxyazidation of alkenes under metal-free and mild conditions has been reported. A remarkable feature of the developed procedure is consecutive construction of C-O and C-N bonds in one step. The process allows quick and selective assembly of alkyl azide from readily available starting materials, where N-hydroxyphthalimide was used as an oxygen-radical precursor and TMSN3 as the N3 source. A range of aromatic alkenes bearing synthetically useful functional groups was tolerated.

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.

Rhodium(iii)-catalyzed C-H activation/[4+3] annulation of N-phenoxyacetamides and α,β-unsaturated aldehydes: An efficient route to 1,2-oxazepines at room temperature

An efficient Rh(iii)-catalyzed coupling reaction of N-phenoxyacetamides with α,β-unsaturated aldehydes to give 1,2-oxazepines via C-H activation/[4+3] annulation has been developed. This transformation does not require oxidants and features C-C/C-N bond formation to yield seven-membered oxazepine rings at room temperature. Further derivation of 1,2-oxazepines leads to important chroman derivatives. This journal is

NOVEL VASCULAR LEAKAGEAGE INHIBITOR

The present disclosure relates to a novel vascular leakage inhibitor. The novel vascular leakage inhibitor of the present invention inhibits the apoptosis of vascular endothelial cells, inhibits the formation of actin stress fibers induced by VEGF, and enhances the cortical actin ring structure, thereby inhibiting vascular leakage. Accordingly, the vascular leakage inhibitor of the present invention can prevent or treat various diseases caused by vascular leakage. Since the vascular leakage inhibitor of the present invention is synthesized from commercially available or easily synthesizable pregnenolones, it has remarkably superior feasibility of commercial synthesis.

N-Hydroxyphthalimide (NHPI)/lead tetraacetate reactions with cyclic and acyclic alkenes

The reactions between phthalimide N-oxyl (PINO) radical and cyclohexene, cyclooctene, and trans-3-hexene were carried out. The PINO radical has been in situ generated from its hydroxylimide parent, N-hydroxyphthalimide (NHPI), applying two approaches: usi