10229-63-7Relevant articles and documents
Aliphatic nitro compounds chemistry: oximes–nitrones tunable production through directed tandem synthesis
Kazemi, Foad,Ramdar, Moosa,Davarpanah, Jamal
, p. 353 - 362 (2019)
Abstract: Reduction of aliphatic nitro compounds in the presence of aldehydes and dialdehydes for tunable directed synthesis of oximes, nitrones, nitrone–oximes, and dinitrones was reported. The slow and nonselective reduction of aliphatic nitro compounds was directed by condensation of in situ prepared alkylhydroxylamines with aromatic aldehydes. Mononitrones and dinitrones were synthesized at reflux and at 55?°C conditions, respectively, in tetrahydrofuran using SnCl2?2H2O and Na2CO3. It was found that the presence of a catalytic amount of carboxylic acid such as 3-phenylpropanoic acid increases the yield of dinitrones versus nitrone–oxime and dioxime when dialdehydes were used as aldehyde source. Graphical abstract: [Figure not available: see fulltext.].
1-Cyanoformamidines. Formation during the RuO4-mediated oxidation of secondary amines
Florea, Cristina,Stavarache, Cristina,Petride, Horia
, p. 319 - 325 (2016/10/11)
When performed in the presence of cyanide and at pH smaller than 5, the RuO4-mediated oxidation of secondary amines Bn-NH-R (1a-b; R=Me, Et) gave mainly 1-cyanoformamidines Bn-NR-C(=NH)-CN (2a-b) and their hydrolysis products Bn-NR-COCN (3a-b), Bn-NR-CN (4a-b), Bn-NR-CONH2 (5a-b). Carboxamides 5a-b can result also directly from 1a-b. (Chemical Equation Presented).
Stereoselective synthesis of fluoroalkenoates and fluorinated isoxazolidinones: N-substituents governing the dual reactivity of nitrones
Prakash, G.K. Surya,Zhang, Zhe,Wang, Fang,Rahm, Martin,Ni, Chuanfa,Iuliucci, Marc,Haiges, Ralf,Olah, George A.
supporting information, p. 831 - 838 (2014/01/23)
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