scholarly journals Ionic Liquid-Promoted Three-Component Domino Reaction of Propargyl Alcohols, Carbon Dioxide and 2-Aminoethanols: A Thermodynamically Favorable Synthesis of 2-Oxazolidinones

Molecules ◽  
2018 ◽  
Vol 23 (11) ◽  
pp. 3033 ◽  
Author(s):  
Shumei Xia ◽  
Yu Song ◽  
Xuedong Li ◽  
Hongru Li ◽  
Liang-Nian He

To circumvent the thermodynamic limitation of the synthesis of oxazolidinones starting from 2-aminoethanols and CO2 and realize incorporation CO2 under atmospheric pressure, a protic ionic liquid-facilitated three-component reaction of propargyl alcohols, CO2 and 2-aminoethanols was developed to produce 2-oxazolidinones along with equal amount of α-hydroxyl ketones. The ionic liquid structure, reaction temperature and reaction time were in detail investigated. And 15 mol% 1,5,7-triazabicylo[4.4.0]dec-5-ene ([TBDH][TFE]) trifluoroethanol was found to be able to synergistically activate the substrate and CO2, thus catalyzing this cascade reaction under atmospheric CO2 pressure. By employing this task-specific ionic liquid as sustainable catalyst, 2-aminoethanols with different substituents were successfully transformed to 2-oxazolidinones with moderate to excellent yield after 12 h at 80 °C.

Author(s):  
Shu-Mei Xia ◽  
Yu Song ◽  
Xue-Dong Li ◽  
Hong-Ru Li ◽  
Liang-Nian He

To circumvent the thermodynamic limitation of the synthesis of oxazolidinones starting from 2-aminoethanols and CO2 and realize incorporation CO2 under atmospheric pressure, a protic ionic liquid-facilitated three-component reaction of propargyl alcohols, CO2 and 2-aminoethanols was developed to produce 2-oxazolidinones along with equal amount of α-hydroxyl ketones. The ionic liquid structure, reaction temperature and reaction time were in detail investigated. And 15 mol% [TBDH][TFE] (1,5,7-triazabicylo[4.4.0]dec-5-ene trifluoroethanol) was found to be able to synergistically activate the substrate and CO2, thus catalyzing this cascade reaction under atmospheric CO2 pressure. By employing this task-specific ionic liquid as sustainable catalyst, 2-aminoethanols with different substituents were successfully transformed to 2-oxazolidinones with moderate to excellent yield after 12 h at 80 oC. This three-component reaction running under atmospheric pressure proves to be a clever detour to avoid the thermodynamic issue in the synthesis of 2-oxazolidinones starting from 2-aminoethanols and CO2.


2021 ◽  
Vol 11 (1) ◽  
Author(s):  
Mohammad Hossein Abdollahi-Basir ◽  
Boshra Mirhosseini-Eshkevari ◽  
Farzad Zamani ◽  
Mohammad Ali Ghasemzadeh

AbstractA one-pot three component reaction of benzaldehydes, 1H-tetrazole-5-amine, and 3-cyanoacetyl indole in the presence of a new hexamethylenetetramine-based ionic liquid/MIL-101(Cr) metal–organic framework as a recyclable catalyst was explored. This novel catalyst, which was fully characterized by XRD, FE-SEM, EDX, FT-IR, TGA, BET, and TEM exhibited outstanding catalytic activity for the preparation of a range of pharmaceutically important tetrazolo[1,5-a]pyrimidine-6-carbonitriles with good to excellent yields in short reaction time.


2021 ◽  
pp. 118241
Author(s):  
Fang Liu ◽  
Yuhang Hu ◽  
Jingsheng Zhou ◽  
Zhengkun Zhang ◽  
Zhiyong Zhu ◽  
...  

2018 ◽  
Vol 460 ◽  
pp. 162-174 ◽  
Author(s):  
Murilo L. Alcantara ◽  
Marlon L. de Carvalho ◽  
Victor H. Álvarez ◽  
Pedro I.S. Ferreira ◽  
Márcio L.L. Paredes ◽  
...  

2020 ◽  
Vol 22 (15) ◽  
pp. 5032-5041 ◽  
Author(s):  
Florence J. V. Gschwend ◽  
Louis M. Hennequin ◽  
Agnieszka Brandt-Talbot ◽  
Franky Bedoya-Lora ◽  
Geoffrey H. Kelsall ◽  
...  

In the present study, we used a low-cost protic ionic liquid, 1-methylimidazolium chloride, to simultaneously fractionate heavy metal contaminated wood and extract the metals from the wood at elevated temperature and short reaction time.


2008 ◽  
Vol 120 (6) ◽  
pp. 1143-1145 ◽  
Author(s):  
Zhaofu Zhang ◽  
Ye Xie ◽  
Wenjing Li ◽  
Suqin Hu ◽  
Jinliang Song ◽  
...  

2014 ◽  
Vol 126 (23) ◽  
pp. 6032-6035 ◽  
Author(s):  
Yanfei Zhao ◽  
Bo Yu ◽  
Zhenzhen Yang ◽  
Hongye Zhang ◽  
Leiduan Hao ◽  
...  

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