Atmospheric Pressure of CO2 as Protecting Reagent and Reactant: Efficient Synthesis of Oxazolidin-2-ones with Carbamate Salts, Aldehydes and Alkynes

作者：Yu, Bing; Cheng, Bin-Bin; Liu, Wei-Qi; Li, Wei; Wang, Shan-Shan; Cao, Jie; Hu, Chang-Wen^*

来源：Advanced Synthesis & Catalysis, 2016, 358(1): 90-97.

DOI：10.1002/adsc.201500921

• amines
• carbon dioxide fixation
• copper catalysis
• oxazolidinone

Carbon dioxide (CO2) has been wildly employed as an environmentally benign C-1 resource for organic synthesis in the recent years. The capture of CO2 with primary amines easily provides the corresponding carbamate salts. We described herein that carbamate salts are a useful reactant for the synthesis of oxazolidin-2-ones via the reaction with aromatic aldehydes and aromatic terminal alkynes. A variety of oxazolidin-2-ones with different functional groups were synthesized in 68-91% yields with only a 5 mol% amount of CuI as catalyst. It was found that the synergetic effect of iodide is important for the transformation. Notable, the captured CO2 serves not only as a protecting reagent for electron-rich primary amine to avoid catalyst poisoning, but also as a reactant for the construction of oxazolidin-2-ones.

• 出版日期2016-1-7
• 单位北京理工大学