Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 7, Issue 23, Pages 4936-4942Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b911951e
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- EPSRC
- DENI
- University of Edinburgh
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Methoxymethylene Meldrum's acid 1 reacts with 5- and 6-membered lactams in refluxing acetonitrile to give the N-substituted products 9-15. If the reactions are continued for extended times, the Meldrum's acid derivatives decompose to provide enamidoesters e. g. 22-24. Flash vacuum pyrolysis of the 5-membered ring products 9-13 provides reasonable yields of the fused pyrrolones 31-35. The constitution of the products is supported by X-ray crystal structures of 10, 12, 19, 32 and 34.
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