Methyltrioxorhenium-catalysed oxidation of secondary amines to nitrones in ionic liquids

2013 ◽  
Vol 67 (1) ◽  
Author(s):  
Mária Mečiarová ◽  
Melinda Mojzesová ◽  
Radovan Šebesta

AbstractNitrones serve as starting materials for the synthesis of many heterocycles. Oxidation of secondary amines using hydrogen peroxide and the catalytic amount of methyltrioxorhenium in ionic liquids is a useful method for the preparation of nitrones. Ultrasonic irradiation and ionic liquids have a positive influence on the reaction. The nitrones required were isolated in good yields. Corresponding hydroxylamines, which can be easily oxidised to nitrones, often accompanied the main products. Methyltrioxorhenium in ionic liquids was re-used in several reaction cycles without any deteriorating effect on the course of the reaction.

Author(s):  
Mahesh G. Kharatmol ◽  
Deepali Jagdale

Pyrazoline class of compounds serve as better moieties for an array of treatments, they have antibacterial, antifungal, antiinflammatory, antipyretic, diuretic, cardiovascular activities. Apart from these they also have anticancer activities. So, pertaining to its importance, many attempts are made to synthesize pyrazolines. Since conventional methods of organic synthesis are energy and time consuming. There are elaborate pathways for green and eco-friendly synthesis of pyrazoline derivatives including microwave irradiation, ultrasonic irradiation, grinding and use of ionic liquids which assures the synthesis of the same within much lesser time and by use of minimal energy


2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Gang Wang ◽  
Ran Lu ◽  
Chuangchuang He ◽  
Lei Liu

AbstractCatalytic kinetic resolution of amines represents a longstanding challenge in chemical synthesis. Here, we described a kinetic resolution of secondary amines through oxygenation to produce enantiopure hydroxylamines involving N–O bond formation. The economic and practical titanium-catalyzed asymmetric oxygenation with environmentally benign hydrogen peroxide as oxidant is applicable to a range of racemic indolines with multiple stereocenters and diverse substituent patterns in high efficiency with efficient chemoselectivity and enantio-discrimination. Late-stage asymmetric oxygenation of bioactive molecules that are otherwise difficult to synthesize was also explored.


2011 ◽  
Vol 13 (8) ◽  
pp. 2154 ◽  
Author(s):  
Aleksandra J. Kotlewska ◽  
Fred van Rantwijk ◽  
Roger A. Sheldon ◽  
Isabel W. C. E. Arends

1982 ◽  
Vol 60 (7) ◽  
pp. 848-852 ◽  
Author(s):  
Yoshiro Ogata ◽  
Kazushige Tanaka

The oxidation of diphenyl sulfide (Ph2S) by hydrogen peroxide in the presence of a catalytic amount of sodium metavanadate (NaVO3) has been studied kinetically by means of iodometry of hydrogen peroxide. The reaction rate is expressed as: v = k[NaVO3]st[Ph2S]2, when the concentration of catalyst is very low and [Ph2S]0/[H2O2]0 > 2, where []st and []0 mean stoichiometric and initial concentration, respectively. The effective oxidant may consist of polymeric as well as monomeric peroxyvanadate in view of the effect of concentration of catalyst on the rate. The main oxidizing species at low concentration of catalyst seems to be diperoxyvanadate VO5−. The rate constant k2 in v = k2[Ph2S]2 tends to decrease with initial concentration of H2O2, which is present in excess of the catalyst. A probable mechanism for the oxidation is discussed.


2010 ◽  
Vol 36 (21) ◽  
pp. 105-109
Author(s):  
Fatemeh Derikvand ◽  
Franca Bigi ◽  
Raimondo Maggi ◽  
Calogero Giancarlo Piscopo ◽  
Giovanni Sartori

2010 ◽  
Vol 36 (16) ◽  
pp. 9-14
Author(s):  
Fatemeh Derikvand ◽  
Franca Bigi ◽  
Raimondo Maggi ◽  
Calogero Giancarlo Piscopo ◽  
Giovanni Sartori

1999 ◽  
Vol 23 (4) ◽  
pp. 288-289
Author(s):  
Heng Jiang ◽  
Gang Chu ◽  
Hong Gong ◽  
Qingdong Qiao

SnCl4·5H2O and SnCl2·2H2O are efficient catalysts for the oxidation of acetone with 30% hydrogen peroxide at room temperature and produce tetrameric acetone peroxide which is identified by molecular weight determination, elemental analysis, FTIR, NMR and MS.


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