A Synthesis of 1,4-Disubstituted Imidazolidin-2-ones from Fused-Ring Aziridines.

As part of an antibacterial drug discovery project, we were interested in preparing bioisosteric replacement analogues of 4,5-disubstituted oxazolidinones. One such isosteric replacement is the imidazolidinone ring system. Here, we report the development of a general synthesis of 1,4-disubstituted imidazolidinones that takes advantage of the base-catalyzed rearrangement of aminomethyl- substituted oxazolidinones. [ABSTRACT FROM AUTHOR]