71013-80-4Relevant academic research and scientific papers
Metal-free approach for the ?-proline mediated synthesis of nitrones from nitrosobenzene
Choi, Minho,Viji, Mayavan,Kim, Donghwan,Lee, Young Hee,Sim, Jaeuk,Kwak, Young-Shin,Lee, Kiho,Lee, Heesoon,Jung, Jae-Kyung
, p. 4182 - 4187 (2018/06/19)
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.
Trifluoromethyl Vinyl Sulfide: A Building Block for the Synthesis of CF3S-Containing Isoxazolidines
Riesco-Domínguez, Alejandra,Van De Wiel, Jeroen,Hamlin, Trevor A.,Van Beek, Bas,Lindell, Stephen D.,Blanco-Ania, Daniel,Bickelhaupt, F. Matthias,Rutjes, Floris P. J. T.
, p. 1779 - 1789 (2018/02/23)
Trifluoromethyl vinyl sulfide, a potential building block for pharmaceutically and agrochemically relevant products, is prepared and used for the first time in high-pressure-mediated 1,3-dipolar cycloaddition reactions with nitrones to synthesize (trifluoromethyl)sulfanyl isoxazolidines.
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
Microwave mediated synthesis of spiro-(indoline-isoxazolidines): Mechanistic study and biological activity evaluation
Raunak,Kumar, Vineet,Mukherjee, Shubhasish,Poonam,Prasad, Ashok K.,Olsen, Carl E.,Sch?ffer, Susan J.C.,Sharma, Sunil K.,Watterson, Arthur C.,Errington, William,Parmar, Virinder S.
, p. 5687 - 5697 (2007/10/03)
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
1,3-Dipolar cycloaddition reactions of nitrones to prop-1-ene-1,3-sultone
Tian, Li,Xu, Guo-Yan,Ye, Yong,Liu, Lun-Zu
, p. 1329 - 1334 (2007/10/03)
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.
