95794-11-9

Upstream product

• 120-57-0 piperonal 
• 100-65-2 N-Phenylhydroxylamine 
• 98-95-3 nitrobenzene 
• 586-96-9 Nitrosobenzene 

Downstream Products

• 120-57-0 piperonal 
• 495-48-7 azoxybenzene 
• 21355-10-2 (3-benzo[1,3]dioxol-5-yl-2,4,4-triphenyl-isoxazolidin-5-ylidene)-(4-bromo-phenyl)-amine 
• 98056-28-1 3-anilino-1,4-diphenylbutane-1,2,4-trione 
• 100858-30-8 (3S,3aS,6aR)-3-Benzo[1,3]dioxol-5-yl-2,5-diphenyl-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 213609-34-8 2-chloro-4-[2,4-diphenyl-3-(3,4-methylenedioxyphenyl)-3H-triazolidine-5-on-1-yl]quinoline-3-carbonitrile 
• 100937-73-3 (3R,3aS,6aR)-3-Benzo[1,3]dioxol-5-yl-2,5-diphenyl-tetrahydro-pyrrolo[3,4-d]isoxazole-4,6-dione 
• 1410877-04-1 C₃₁H₂₃NO₂ 

Relevant academic research and scientific papers

Metal-free approach for the ?-proline mediated synthesis of nitrones from nitrosobenzene

An efficient, and metal-free approach for the ?-proline mediated synthesis of nitrones from nitrosobenzene and benzaldehydes has been established. The reaction undergoes very efficiently at room temperature in methanol as a solvent. The reaction is assumed to involve that the initial formation of azomethine ylide and [2 + 3] cycloaddition of nitrosobenzene, followed by the subsequent retro [2 + 3] cycloaddition could offer the desired nitrone.

Chiral: N, N ′-dioxide/Co(II)-promoted asymmetric 1,3-dipolar cycloaddition of nitrones with methyleneindolinones

A chiral N,N′-dioxide/Co(BF4)2·6H2O complex catalytic system has been developed to efficiently catalyze the asymmetric 1,3-dipolar cycloaddition of nitrones with methyleneindolinones. The corresponding chiral multisubstituted spiroisoxazolidines with three contiguous quaternary-tertiary stereocenters were obtained in moderate to high yields with excellent dr and ee values (up to 97% yield, >19:1 dr and 98% ee).

α-Aryl-N-aryl nitrones: Synthesis and screening of a new scaffold for cellular protection against an oxidative toxic stimulus

Nitrone-containing compounds are commonly employed as spin traps of free radical species in chemical and biological studies. Some molecules as α-phenyl-N-t-butyl nitrone (PBN) and its derivatives have been tested as potential drugs to treat oxidative stress related diseases, as Alzheimer and stroke for example. In this work we report the design and the synthesis of α-aryl-N-aryl nitrones and their cytoprotection profile on human neuroblastoma cells (SH-SY5Y) under induced oxidative stress. All the nine synthesized nitrones showed a significant response at low micromolar concentration. The selected compound 8 (α-phenyl-N-phenyl nitrone) increased the reduced glutathione (GSH) levels by 65% and lowered the necrotic cell death from 25.8% to 3.8%. Based on our data, the designed highly conjugated nitrone double-bond skeleton can be considered as a good scaffold for further studies regarding oxidative stress-related diseases.

Urea-catalyzed construction of oxazinanes

Highly functionalized oxazinanes are efficiently prepared through urea-catalyzed formal [3 + 3] cycloaddition reactions of nitrones and nitrocyclopropane carboxylates. The reaction system is general with respect to both the nitrocyclopropane carboxylates and nitrones enabling the preparation of a large family of oxazinanes, typically in high yield. This method affords access to enantioenriched oxazinane products through chirality transfer from enantioenriched nitrocyclopropane carboxylates.

Synthesis of C, N-diaryl nitrones from the reduction of nitroarene with aromatic aldehydes promoted by metallic samarium

A mild and facile reduction of nitroarene with aromatic aldehydes promoted by metallic samarium to C, N-diaryl nitrones in moderate yields has been developed.

1,3-Dipolar cycloaddition reactions of nitrones to prop-1-ene-1,3-sultone

The reaction of prop-1-ene-1,3-sultone (1) with a variety of nitrones 2 afforded novel [3+2] cycloaddition products 3, 4, and 5 in good yield. Excellent regio- and stereoselectivity were achieved in the cycloaddition reaction with phenylnitrones.

A clean clay catalysed synthesis of α,N-diarylnitrones

The first clean and the facile clay catalysed synthesis of α,N-diarylnitrones in good yield is reported.