41106-10-9

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 4229-44-1 N-methylhydroxyamine hydrochloride 
• 593-77-1 N-Methylhydroxylamine 
• 54433-71-5 N-[(thiophen-2-yl)methylene]methanamine 
• 58255-18-8 N-methyl-1-(thiophen-2-yl)methanamine 
• 74-88-4 methyl iodide 

Downstream Products

• 74-89-5 methylamine 

Relevant academic research and scientific papers

BPh3-Catalyzed [2+3] Cycloaddition of Ph3PCCO with Aldonitrones: Access to 5-Isoxazolidinones with Exocyclic Phosphonium Ylide Moieties

A method for the generation of 5-isoxazolidinones with exocyclic phosphonium ylide functionalities via [2+3] cycloaddition of Ph3PCCO and aldonitrones has been developed and applied in the synthesis of 4-alkylidene-5-isoxazolidinones via Wittig olefination. The reaction proceeds by BPh3 catalysis under mild conditions and with a broad substrate scope. A reaction pathway involving the activation of the aldonitrone via interactions with the Lewis acid BPh3 is proposed.

One-Pot Sequential [3 + 3] Dipolar Cycloaddition of Aldehyde or Ketone and Hydroxylamine with Spirocyclopropyl Oxindole

A Sc(OTf)3-catalyzed highly diastereoselective one-pot sequential [3 + 3] dipolar cycloaddition reaction of aldehyde or ketone, N-alkyl hydroxylamine, and spirocyclopropyl oxindole is developed, allowing facile construction of spirocyclic oxind

[3 + 2] Cycloaddition reactions of ethyl (Z)-3-fluoropropenoate with nitrones

Ethyl (Z)-2-fluoropropenoate reacts stereospecifically and regioselectively in [3 + 2] cycloadditions with aryl N-methylnitrones. The yields of the cycloaddition products range from 61 to 70%.

Fast method for synthesis of alkyl and aryl-N-methylnitrones

A simple, fast, efficient and eco-friendly procedure was developed for the synthesis of alkyl and aryl-N-methylnitrones. The corresponding nitrones of aromatic aldehydes, aliphatic aldehydes and alicyclic carbonyl compounds were prepared from N-methylhydr

Synthesis of isomeric 2,3,5-trisubstituted perhydropyrrolo[3,4-d]- isoxazole-4,6-diones via 1,3-dipolar cycloaddition reactions

(Chemical Equation Presented) A series of isoxazolidine derivates (isomeric 2,3,5-trisubstitutedperhydropyrrolo[3,4-d]isoxazole-4,6-diones) used as anti-inflammatory, immunosuppressive, antibacterial agent, and inhibitor for some enzymes were synthesized. These compounds were prepared by 1,3-dipolar cycloaddition of N-methyl maleimide and N-phenyl maleimide with nitrones. Diastereomeric products obtained in this reaction were separated by column chromatography and recrystallized. All compounds synthesized were characterized by elemental analysis and spectroscopic methods (1H NMR, 13C NMR, and FTIR).

Efficient combination of task-specific ionic liquid and microwave dielectric heating applied to synthesis of a large variety of nitrones

Under mild microwave irradiation conditions and without any additional organic solvents, a large variety of nitrones were prepared in a weak Lewis base phosphinite task-specific ionic liquid (TSILOPPh2) in excellent yields. This catalytic TSIL was also re

Solvent-free synthesis of nitrones in a ball-mill

Various C-aryl and C-alkyl-nitrones were synthesized within 0.5-2 h via condensation of an equimolar amount of aldehydes and N-substituted-hydroxylamines under solvent-free conditions in?a ball-mill apparatus. Reactions can be performed without the need of excluding air and moisture and yields the expected products with no need for further purification. The study has been complemented by Differential Scanning Calorimetry (DSC) and solid-state 13C MAS nuclear magnetic resonance experiments. We have also studied the temperature profile during the reaction. A comparative study with the corresponding solvent-free microwave activated reaction showed the superiority of the ball-milling method; 31 examples are described, including the synthesis of the anti-aging agent C-phenyl-N-tert-butyl nitrone (PBN) and one of its analogues C-2-pyridyl-N-tert-butylnitrone (2-PyBN).

Oxidation of secondary amines by molecular oxygen and cyclohexanone monooxygenase

Cyclohexanone monooxygenase from Acinetobacter calcoaceticus catalyzed the oxidation of tertiary and secondary amines to N-oxides and nitrones, respectively. The formation of a hydroxylamine intermediate was involved with secondary amines as starting substrates.