117416-54-3Relevant academic research and scientific papers
Valorization of CO2 into N-alkyl Oxazolidin-2-ones Promoted by Metal-Free Porphyrin/TBACl System: Experimental and Computational Studies
Damiano, Caterina,Gallo, Emma,Manca, Gabriele,Sonzini, Paolo
, p. 2807 - 2814 (2021/06/25)
The cycloaddition of CO2 to N-alkyl aziridines was efficiently promoted by the convenient TPPH2/TBACl binary catalytic system. The metal-free procedure was effective for the synthesis of differently substituted N-alkyl oxazolidin-2-o
A Multicomponent Approach to Oxazolidinone Synthesis Catalyzed by Rare-Earth Metal Amides
Zhou, Meixia,Zheng, Xizhou,Wang, Yaorong,Yuan, Dan,Yao, Yingming
, p. 5783 - 5787 (2019/04/14)
Three-component reaction of epoxides, amines, and dimethyl carbonate catalyzed by rare-earth metal amides has been developed to synthesize oxazolidinones. 47 examples of 3,5-disubstituted oxazolidinones were prepared in 13–97 % yields. This is a simple and most practical method which employs easily available substrates and catalysts, and is applicable to a wide range of aromatic and aliphatic amines, as well as mono-substituted epoxides. Scope of disubstituted epoxides is rather limited, which requires further study. Preliminary mechanistic study reveals two possible reaction pathways through intermediates of β-amino alcohols or amides.
Catalyst-free process for the synthesis of 5-aryl-2-oxazolidinones via cycloaddition reaction of aziridines and carbon dioxide
Dou, Xiao-Yong,He, Liang-Nian,Yang, Zhen-Zhen,Wang, Jing-Lun
supporting information; experimental part, p. 2159 - 2163 (2010/10/21)
A simple approach for facile synthesis of 5-aryl-2-oxazolidinones in excellent regioselectivity from aziridines under compressed CO2 conditions was developed in the absence of any catalyst and organic solvent. The reaction outcome was found to be tuned by subtly adjusting CO2 pressure. The adduct formed in situ of aziridine and CO2 is assumed to act as a catalyst in this reaction, which was also studied by means of in situ FT-IR technique.
Environmentally benign chemical fixation of CO2 catalyzed by the functionalized ion-exchange resins
Liu, Anhua,He, Liangnian,Peng, Shiyong,Pan, Zhongda,Wang, Jinglun,Gao, Jian
experimental part, p. 1578 - 1585 (2010/11/04)
Basic ion-exchange resins, one kind of polystyryl-supported tertiary amine, were demonstrated to be highly efficient and recyclable catalysts for the fixation of carbon dioxide with aziridines under mild conditions, leading to the formation of 5-aryl-2-oxazolidinone with excellent regio-selectivities. Notably, neither solvents nor any additives were required, and the catalyst could be recovered by simple filtration and directly reused at least five times without significant loss of catalytic activity and selectivity. The present protocol has been applied to reactions of epoxides/propargyl amines with CO 2/CS2. This solvent-free process thus represents environmentally friendly catalytic conversion of CO2 into value-added chemicals and may have potential in various continuous flow reactors in industry.
Zirconyl chloride: an efficient recyclable catalyst for synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under solvent-free conditions
Wu, Ying,He, Liang-Nian,Du, Ya,Wang, Jin-Quan,Miao, Cheng-Xia,Li, Wei
experimental part, p. 6204 - 6210 (2011/03/21)
Zirconyl chloride was found to be an efficient catalyst for the cycloaddition reaction of aziridines with CO2, thus leading to the preferential formation of 5-aryl-2-oxazolidinones under solvent-free conditions. The methodology could be extended to various substituted aziridines with high conversion and chemo-, regio-, and stereoselectivity. Furthermore, the catalyst could be reused over five times without significant loss in activity. Interestingly, the recovered catalyst showed higher activity in comparison with the fresh catalyst, presumably due to its morphological variation. The use of this cheap and moisture stable catalyst make this protocol practical, environmentally benign, and economically attractive.
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
Du, Ya,Wu, Ying,Liu, An-Hua,He, Liang-Nian
, p. 4709 - 4712 (2008/09/21)
(Chemical Equation Presented) A quaternary ammonium bromide covalently bound to polyethylene glycol (PEG, MW = 6000), i.e., PEG6000- (NBu3Br)2, was found to be an efficient and recyclable catalyst for the cycloaddition reaction of aziridines to CO2 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.
A GENERAL METHOD FOR STEREO- AND REGIO-SPECIFIC OXYAMINATION OF OLEFINS
Das, Jagabandhu
, p. 907 - 916 (2007/10/02)
A new synthetic method for stereo and regioscpecific oxyamination of olefins is described.
