Categories: Synthesis of N-Heterocycles, Synthesis of O-Heterocycles >

Synthesis of oxazolidinones and derivatives

Recent Literature

An efficient, versatile and practical gram-scale preparation of oxazolidinone, imidazolidinone and dioxolanone is achieved.
N. Alouane, A. Boutier, C. Baron, E. Vrancken, P. Mangeney, Synthesis, 2006, 860-864.

A mild and efficient gold(I)-catalyzed rearrangement of propargylic tert-butylcarbamates allows the synthesis of various 5-methylene-1,3-oxazolidin-2-ones, which would be less conveniently obtained using other methods.
A. Buzas, F. Gagosz, Synlett, 2006, 2727-2730.

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.
R. Robles-Machin, J. Adrio, J. C. Carretero, J. Org. Chem., 2006, 71, 4951-4955.

A nickel-catalyzed cycloaddition of aziridines with isocyanates proceeded smoothly to give iminooxazolidine derivatives in good yields. A longer reaction time allowed the isomerization of the iminooxazolidine to the corresponding imidazolidinone derivatives.
T. Munegumi, I. Azumaya, T. Kato, H. Masu, S. Saito, Org. Lett., 2006, 8, 379-382.