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Assembly of a 1H-Pyrrol-2(5H)-one Core through a Cascade Ugi Reaction/5-endo-digCarbocyclization/Retro-Claisen Fragmentation Process
- Source :
- European Journal of Organic Chemistry. 2014:6390-6393
- Publication Year :
- 2014
- Publisher :
- Wiley, 2014.
-
Abstract
- A cascade transformation involving the Ugi reaction followed by 5-endo-dig carbocyclization and retro-Claisen fragmentation providing access to a 1H-pyrrol-2(5H)-one core is described. The operating protocol is very similar to the typical Ugi reaction settings, while the overall outcome results from the application of a 3-substituted propiolic acid and a phenylglyoxal as acid and aldehyde components, respectively. The utility of process is demonstrated through the synthesis of a small library of 5-oxo-2,5-dihydro-1H-pyrrole-2-carboxamides.
Details
- ISSN :
- 1434193X
- Volume :
- 2014
- Database :
- OpenAIRE
- Journal :
- European Journal of Organic Chemistry
- Accession number :
- edsair.doi...........20e8f3525b33a1c906d3df321474122f