52040-05-8Relevant academic research and scientific papers
Simple and versatile synthesis of copper and silver N-heterocyclic carbene complexes in water or organic solvents
Citadelle, Cecilia A.,Nouy, Erwan Le,Bisaro, Fabrice,Slawin, Alexandra M. Z.,Cazin, Catherine S. J.
, p. 4489 - 4491 (2010)
A novel synthetic route leading to N-heterocyclic carbene copper complexes has been developed by using air-stable and commercially available copper(i) oxide and imidazolium salts starting materials.
Carbon dioxide as a carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas: Scope and limitations
Paz, Jairo,Perez-Balado, Carlos,Iglesias, Beatriz,Munoz, Luis
supporting information; experimental part, p. 3037 - 3046 (2010/07/15)
Carbon dioxide can be used as a convenient carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas. The transient carbamate anion generated by treating a primary or secondary amine group in basic media can be activated with phosphorylating agents such as Diphenylphosphoryl azide (DPPA) and Diphenyl chlorophosphate (DPPCl) but also with other types of electrophiles such as SOCl2, TsCl, or AcCl. The intramolecular trapping of the activated carbamate by a hydroxyl group leads to the formation of 2-oxazolidinones or 2-oxazinones in good to excellent yields. This methodology was successfully applied to the synthesis of cyclic ureas up to 7-membered rings from the corresponding diamines.
