3585-90-8

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 100-65-2 N-Phenylhydroxylamine 
• 98-95-3 nitrobenzene 
• 785-80-8 p-nitrobenzylideneaniline 
• 586-96-9 Nitrosobenzene 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 89539-45-7 C₁₇H₁₃N₃O₅ 
• 89539-45-7 C₁₇H₁₃N₃O₅ 
• 87289-92-7 (3S,4S)-4-Benzenesulfonyl-3-(4-nitro-phenyl)-2-phenyl-isoxazolidine 
• 136465-56-0 (3R,3aR,7aS)-5,7a-Dimethyl-3-(4-nitro-phenyl)-2-phenyl-2,3,3a,7a-tetrahydro-benzo[d]isoxazole-4,7-dione 
• 87289-96-1 (3S,4S,5R)-4-Benzenesulfonyl-5-methyl-3-(4-nitro-phenyl)-2-phenyl-isoxazolidine 
• 1614-00-2 (E)-N-(4-nitrobenzylidene)aniline 
• 785-80-8 p-nitrobenzylideneaniline 
• 404-24-0 2,2,2-trifluoro-N-phenylacetamide 
• 3460-11-5 4-nitrobenzanilide 
• 555-16-8 4-nitrobenzaldehdye 
• 98-95-3 nitrobenzene 

Relevant academic research and scientific papers

Single-Step Approach toward Nitrones via Pyridinium Ylides: The DMAP-Catalyzed Reaction of Benzyl Halides with Nitrosoarenes

A single-step approach is reported for the preparation of nitrones from benzyl halides and nitrosoarenes via pyridinium ylides, utilizing 4-dimethylaminopyridine (DMAP) catalyst and mild reaction conditions (Li2CO3, dimethylacetamide, and room temperature). The reaction provides both keto-and aldonitrones in high yields with a wide scope for benzyl halides and nitrosoarenes. In the same reaction system, 2-methyl-2-nitrosopropane, which does not have an aryl group, also affords the corresponding N-tert-butyl nitrones from primary benzyl bromides that have an electron-withdrawing group. As an application of the reaction, methyl 2-bromo-2-phenylacetate was used to prepare the corresponding isoxazolidine by a sequential one-pot synthesis.

Stereoselective synthesis of fluoroalkenoates and fluorinated isoxazolidinones: N-substituents governing the dual reactivity of nitrones

α-Fluoroalkenoates and 4-fluoro-5-isoxazolidinones are of vast interest due to their potential biological applications. We now demonstrate the syntheses of (E)-α-fluoroalkenoates and 4-fluoro-5-isoxazolidinones by the reactions between nitrones and α-fluoro-α-bromoacetate. By altering N-substituents in nitrones, (E)-α-fluoroalkenoates and 4-fluoro-5-isoxazolidinones can be achieved, respectively, with high chemo- and stereoselectivities. Experimental and computational studies have been conducted to elucidate the reaction mechanisms. Linear free energy relationship studies further revealed that the N-substituent effects are primarily of electronic origin. Copyright

Enantioselective 1,3-dipolar cycloaddition of nitrones with ethyl vinyl ether: The difference between Bronsted and Lewis acid catalysis

(Chemical Equation Presented) Bronsted and Lewis face off: A new chiral N-triflyl phosphoramide is used for asymmetric 1,3-dipolar cycloaddition of diaryl nitrones to ethyl vinyl ether to give the endo products in up to 93% ee (see scheme; Tf = trifluoromethanesulfonyl; Ad = adamantyl). The structure of the chiral phosphoramide was confirmed by X-ray crystallographic analysis.

Exploiting microwave-assisted neat procedures: synthesis of N-aryl and N-alkylnitrones and their cycloaddition en route for isoxazolidines

Microwave irradiation allows increasing the speed of several reactions and also offers the possibility of eliminating poisoning organic solvents. In this work we report the microwave-assisted neat synthesis of α-phenyl-tert-butylnitrone (PBN) and other alkyl and aryl nitrones and also the rapid synthesis of isoxazolidines resulting from 1,3-dipolar cycloaddition of nitrones to ethyl trans-crotonate.

1,3-Dipolar cycloadditions. Part-XIII: Microwave irradiation assisted synthesis and spectroscopic investigations of C-aryl-N-phenyl and C-aryl-N-(4′-chlorophenyl)nitrones

C-Aryl-N-phenylnitrones have been prepared in very high yields from N-phenylhydroxylamine and aryl aldehydes using the microwave irradiation technique within a few minutes. The synthesis of a new series of nitrones, viz. the series of C-aryl-N-(4′-chlorop

Investigations of regio- and stereoselectivities in the synthesis of cytotoxic isoxazolidines through 1,3-dipolar cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen

Regio- and stereoselectivities in cycloadditions of nitrones to dipolarophiles bearing an allylic oxygen, which furnishes substituted-isoxazolidine analogs of the furanose ring of nucleosides, have been investigated. Although the obtained regioselectiviti

The cycloaddition of nitrones with homochiral cyclopropanes

(Chemical Equation Presented) The cycloaddition of nitrones and enantiomerically pure cyclopropane-1,1-dicarboxylates is examined. Transfer of optical activity to the adduct is dictated by thermal reaction conditions and nature of cyclopropane substitutio

Synthesis of neutral spin-delocalized electron acceptors for multifunctional materials

(Chemical Equation Presented) A new synthetic route to stable spin-delocalized radicals, annelated nitronyl nitroxides, has been developed on the basis of the condensation of benzofuroxan with aryl nitrones. The electronic structure of the resulting radic

Iron and manganese (III) - Porphyrins as new applicable catalysts for selective oxidation of imines with urea-hydrogen peroxide

A variety of imines were oxidised with urea-hydrogen peroxide using iron(III) and manganese (III)- tetraphenylporphyrins [Fe(TPP)Cl], [Mn(TPP)Cl] and manganese (III)-octabromotetraphenyl porphyrin [Mn(TPPBr8)Cl] as catalysts. Experimental resul

Microwave mediated synthesis of spiro-(indoline-isoxazolidines): Mechanistic study and biological activity evaluation

Regioisomeric spiro-(indoline-isoxazolidines) have been synthesized in moderate yields by the cycloaddition reaction between ethyl (3-indolylidene) acetate and various substituted α,N-diphenylnitrones, using environmentally benign microwave technology. A