Gold-Catalyzed Synthesis of Alkylidene 2-Oxazolidinones and 1,3-Oxazin-2-ones
Rocío Robles-Machín, Javier Adrio* and Juan Carlos Carretero*
*Departamento de Química Orgnica, Facultad de Ciencias, Universidad Autónoma
de Madrid, Cantoblanco, 28049 Madrid, Email: javier.adrio
uam.es,
juancarlos.carreterouam.es
R. Robles-Machin, J. Adrio, J. C. Carretero, J. Org. Chem., 2006, 71, 4951-4955.
DOI: 10.1021/jo060520y (free Supporting Information)
Abstract
Various N-Boc-protected alkynylamines are converted into the corresponding alkylidene 2-oxazolidinones or 2-oxazinones under very mild reaction conditions in the presence of a cationic Au(I) complex in high yield regardless of the substitution at nitrogen and alkyne terminus.
see article for more examples
proposed mechanism
Key Words
2-Oxazolidinones, 1,3-Oxazin-2-ones
ID: J42-Y2006-1840
