Abstract
Flash vacuum pyrolysis of four oxazolidine-2,4-diones 4 at 650 - 750 degreesC leads to extrusion of CO2 to afford alpha-lactams 10 (aziridinones) which fragment directly to give CO and an imine 12 but also rearrange to the isomeric iminooxiranes 11 which fragment to benzaldehyde and an isonitrile, isolated as the isomeric nitrile 15. A new by-product in the formation of one of the oxazolidinediones is identified as the 3-hydroxyazetidine-2,4-dione 5.
| Original language | English |
|---|---|
| Pages (from-to) | 71-79 |
| Number of pages | 9 |
| Journal | ARKIVOC |
| Volume | 3 |
| Issue number | part iii |
| Publication status | Published - 2002 |
Keywords
- HYDROXY-ACIDS
- AZETIDINE-2,4-DIONES
- SUCCINIMIDES