Direct Assembly of 2-Oxazolidinones by Chemical Fixation of Carbon Dioxide

被引:22
作者
Niemi, Teemu [1 ]
Perea-Buceta, Jesus E. [1 ]
Fernandez, Israel [2 ]
Alakurtti, Sami [3 ]
Rantala, Erika [3 ]
Repo, Timo [1 ]
机构
[1] Univ Helsinki, Dept Chem, Inorgan Chem Lab, Helsinki 00014, Finland
[2] Univ Complutense Madrid, Fac Ciencias Quim, Dept Quim Organ 1, E-28040 Madrid, Spain
[3] VTT Tech Res Ctr Finland, FI-02044 Espoo, Finland
基金
芬兰科学院;
关键词
2-oxazolidones; antibiotics; carbon dioxide activation; carbon dioxide fixation; density functional calculations; SELECTIVE SYNTHESIS; 1,2-AMINO ALCOHOLS; HIGHLY EFFICIENT; CYCLIC UREAS; AZIRIDINES; OXAZOLIDINONES; CYCLOADDITION; CATALYST; CO2;
D O I
10.1002/chem.201402368
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reaction of beta- and gamma-haloamines with carbon dioxide to give pharmaceutically relevant 2-oxazolidinones and 1,3-dioxazin-2-ones, was found to proceed efficiently in the presence of a base and in the absence of catalyst. After optimization of reaction conditions, the system was successfully expanded to a variety of haloamines, even at multigram scale. The reaction was further studied in silico by DFT calculations.
引用
收藏
页码:8867 / 8871
页数:5
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