Abstract
This communication reveals a novel application of the 'so-called' convertible isonitrile for the solution phase generation of ketopiperazine libraries. Use of mono N-BOC diamines in the Ugi multi-component reaction (MCR), followed by BOC removal and base treatment (a '3 step, 1-pot procedure') affords ketopiperazines in good yield. The generality of this procedure was further explored revealing novel routes to dihydroquinoxalinones and 1,4-benzodiazepines respectively.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 8047-8050 |
| Number of pages | 4 |
| Journal | Tetrahedron Letters |
| Volume | 39 |
| Issue number | 44 |
| DOIs | |
| State | Published - Oct 29 1998 |
| Externally published | Yes |
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry
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Cite this
Hulme, C., Peng, J., Louridas, B., Menard, P., Krolikowski, P., & Kumar, N. V. (1998). Applications of N-BOC-diamines for the solution phase synthesis of ketopiperazine libraries utilizing a Ugi/De-BOC/Cyclization (UDC) strategy. Tetrahedron Letters, 39(44), 8047-8050. https://doi.org/10.1016/S0040-4039(98)01770-5