20190-03-8Relevant articles and documents
Crystal chemistry of 1:1 molecular complexes of carbamate salts formed by slow aerial carbonation of amines
Mondal, Raju,Bhunia, Manas Kumar
, p. 787 - 792 (2008)
Amines do have rare tendency to undergo aerial carbonation to form carbamic acid. Four different 1:1 molecular complex of carbamate salts reported herein obtained by the aerial carbonation of cyclic amines. X-ray crystal structures show a systematic change in the molecular structure did bring some gradual supramolecular change from one structural motif to another.
Atmospheric Pressure of CO2 as Protecting Reagent and Reactant: Efficient Synthesis of Oxazolidin-2-ones with Carbamate Salts, Aldehydes and Alkynes
Yu, Bing,Cheng, Bin-Bin,Liu, Wei-Qi,Li, Wei,Wang, Shan-Shan,Cao, Jie,Hu, Chang-Wen
, p. 90 - 97 (2016)
Carbon dioxide (CO2) has been wildly employed as an environmentally benign C1 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.
Direct NHC-catalysed redox amidation using CO2 for traceless masking of amine nucleophiles
Davidson, Robert W. M.,Fuchter, Matthew J.
supporting information, p. 11638 - 11641 (2016/10/04)
The N-heterocyclic carbene (NHC)-catalysed redox amidation reaction is poorly developed and usually requires catalytic co-additives for electron-rich amine nucleophiles. We report a masking strategy (using CO2) that couples release of the free amine nucleophile to catalytic turnover, and in doing so, enables direct catalytic redox amidation of electron-rich amines.