| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5221043 | Tetrahedron | 2012 | 7 Pages |
Abstract
A new ring-opening reaction of 5,6-dihydro-2-pyridones was discovered. Compounds 1 and 7 were converted to the dienoic amides 2 and 8 by reaction with sodium hydride at room temperature. N-Allylation of compounds 2 and 8 followed by IMDA reaction provided the cis-fused hexahydro-1-indolones 5 and 10, respectively. Treatment of compounds 5 and 10 with DBU in refluxing ethyl acetate gave the conjugated products 6 and 11, which were further transformed to the amides 12–15. The phenylthio group of compound 11 was substituted by a methyl group to give product 16.
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