925933-54-6Relevant articles and documents
Oxidation of secondary amines by molecular oxygen and cyclohexanone monooxygenase
Colonna, Stefano,Pironti, Vincenza,Carrea, Giacomo,Pasta, Piero,Zambianchi, Francesca
, p. 569 - 575 (2004)
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.
BPh3-Catalyzed [2+3] Cycloaddition of Ph3PCCO with Aldonitrones: Access to 5-Isoxazolidinones with Exocyclic Phosphonium Ylide Moieties
Brar, Amandeep,Unruh, Daniel K.,Ling, Natalie,Krempner, Clemens
, p. 6305 - 6309 (2019/08/20)
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
Xu, Peng-Wei,Chen, Chen,Liu, Jia-Kuan,Song, Yu-Ting,Zhou, Feng,Yan, Jun,Zhou, Jian
, p. 12763 - 12774 (2018/10/20)
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
Patrick, Timothy B.,Khan, Akbar H.
, p. 59 - 61 (2013/10/01)
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
Yavuz, Serkan,Ozkan, Hamdi,Colak, Naki,Yildirir, Yilmaz
experimental part, p. 6677 - 6683 (2011/10/31)
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
Efficient combination of task-specific ionic liquid and microwave dielectric heating applied to synthesis of a large variety of nitrones
Valizadeh, Hassan
experimental part, p. 78 - 83 (2011/04/16)
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
Synthesis of isomeric 2,3,5-trisubstituted perhydropyrrolo[3,4-d]- isoxazole-4,6-diones via 1,3-dipolar cycloaddition reactions
Oezkan, Hamdi,Yildirir, Yilmaz
experimental part, p. 954 - 959 (2010/09/05)
(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).
