Silver(I)-Catalyzed Three-Component Reaction of Propargylic Alcohols, Carbon Dioxide and Monohydric Alcohols: Thermodynamically Feasible Access to β-Oxopropyl Carbonates

2016 ◽  
Vol 11 (14) ◽  
pp. 2065-2071 ◽  
Author(s):  
Zhi-Hua Zhou ◽  
Qing-Wen Song ◽  
Jia-Ning Xie ◽  
Ran Ma ◽  
Liang-Nian He
Keyword(s):  
Carbon Dioxide ◽  
Propargylic Alcohols ◽  
Three Component Reaction ◽  
Monohydric Alcohols

scholarly journals Cu(I)/Ionic Liquids Promote the Conversion of Carbon Dioxide into Oxazolidinones at Room Temperature

Molecules ◽  
2019 ◽  
Vol 24 (7) ◽  
pp. 1241 ◽  
Author(s):  
Jikuan Qiu ◽  
Yue Zhao ◽  
Yuling Zhao ◽  
Huiyong Wang ◽  
Zhiyong Li ◽  
...  
Keyword(s):  
Carbon Dioxide ◽  
Noble Metal ◽  
Room Temperature ◽  
Ambient Pressure ◽  
Sustainable Chemistry ◽  
One Pot ◽  
Propargylic Alcohols ◽  
Noble Metal Catalysts ◽  
Three Component Reaction ◽  
Carbon Dioxide Co2

Recently, the efficient chemical fixation of carbon dioxide (CO2) into high value chemicals without using noble metal catalysts has become extremely appealing from the viewpoint of sustainable chemistry. In this work, a one-pot three component reaction of propargylic alcohols, anines and CO2 that can proceed in an atom economy and environmentally benign manner by combination of CuI and tetrabutylphosphonium imidazol ([P4444][Im]) as a catalyst was described. Catalysis studies indicate that this catalytic system is an effective catalyst for the conversion of CO2 into oxazolidinones at room temperature and ambient pressure without any solvent. The results provide a useful way to design novel noble metal-free catalyst systems for the transformation of CO2 into other valuable compounds.

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

2018 ◽  
Author(s):  
Shu-Mei Xia ◽  
Yu Song ◽  
Xue-Dong Li ◽  
Hong-Ru Li ◽  
Liang-Nian He
Keyword(s):  
Carbon Dioxide ◽  
Ionic Liquid ◽  
Reaction Time ◽  
Atmospheric Pressure ◽  
Liquid Structure ◽  
Domino Reaction ◽  
Protic Ionic Liquid ◽  
Three Component Reaction ◽  
Task Specific Ionic Liquid ◽  
Propargyl Alcohols

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.

Synergistic Ag(I)/ Bu4NBr-catalyzed fixation of CO2 to β-oxopropyl carbonates via propargylic alcohols and monohydric alcohols

Tetrahedron ◽  
2019 ◽  
Vol 75 (15) ◽  
pp. 2343-2349 ◽  
Author(s):  
Jingyuan Li ◽  
Qingwen Song ◽  
Hengxuan Zhang ◽  
Ping Liu ◽  
Kan Zhang ◽  
...  
Keyword(s):  
Propargylic Alcohols ◽  
Monohydric Alcohols
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