Literature DB >> 18473439

Quaternary ammonium bromide functionalized polyethylene glycol: a highly efficient and recyclable catalyst for selective synthesis of 5-aryl-2-oxazolidinones from carbon dioxide and aziridines under solvent-free conditions.

Ya Du1, Ying Wu, An-Hua Liu, Liang-Nian He.   

Abstract

A quaternary ammonium bromide covalently bound to polyethylene glycol (PEG, MW = 6000), i.e., PEG(6000-)(NBu(3)Br)2, was found to be an efficient and recyclable catalyst for the cycloaddition reaction of aziridines to CO(2) under mild conditions without utilization of additional organic solvents or cocatalysts. As a result, 5-aryl-2-oxazolidinone was obtained in high yield with excellent regioselectivity. The catalyst worked well for a wide variety of 1-alkyl-2-arylaziridines. Besides, the catalyst could be recovered by centrifugation and reused without significant loss of catalytic activity and selectivity.

Entities:  

Year:  2008        PMID: 18473439     DOI: 10.1021/jo800269v

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

Review 1.  Solvent-free incorporation of CO2 into 2-oxazolidinones: a review.

Authors:  Sattar Arshadi; Alireza Banaei; Saeideh Ebrahimiasl; Aazam Monfared; Esmail Vessally
Journal:  RSC Adv       Date:  2019-06-21       Impact factor: 4.036

2.  A Porous Metal-Organic Framework Assembled by [Cu30] Nanocages: Serving as Recyclable Catalysts for CO2 Fixation with Aziridines.

Authors:  Hang Xu; Xiao-Fang Liu; Chun-Shuai Cao; Bin Zhao; Peng Cheng; Liang-Nian He
Journal:  Adv Sci (Weinh)       Date:  2016-05-17       Impact factor: 16.806

3.  Intramolecular ring-opening from a CO2-derived nucleophile as the origin of selectivity for 5-substituted oxazolidinone from the (salen)Cr-catalyzed [aziridine + CO2] coupling.

Authors:  Debashis Adhikari; Aaron W Miller; Mu-Hyun Baik; SonBinh T Nguyen
Journal:  Chem Sci       Date:  2014-11-21       Impact factor: 9.825

4.  A more effective catalysis of the CO2 fixation with aziridines: computational screening of metal-substituted HKUST-1.

Authors:  Yan Jiang; Tian-Ding Hu; Li-Ying Yu; Yi-Hong Ding
Journal:  Nanoscale Adv       Date:  2021-06-03
  4 in total

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