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- Title
Formation of ω-(4-oxo-1,4-dihydropyridin-2-yl)alkanamides in the Beckmann rearrangement of spiro-fused cycloalkanone oximes.
- Authors
Savel'ev, V.; Tikhonov, A.; Rybalova, T.
- Abstract
ω-(4-Oxo-1,4-dihydropyridin-2-yl)alkanamides were obtained from cycloalkanone oximes spirofused to 4-oxo-6-methyl-1,2,3,4-tetrahydropyridine fragment through the α-carbon atom and C, respectively, on heating in polyphosphoric acid. The resulting amides were converted to the corresponding acids and methyl esters. Methylation of 5-(6-methyl-4-oxo-1,4-dihydropyridin-2-yl)pentanamide with diazomethane gave 4-methoxypyridine derivative as the major product and a small amount of N-methyl derivative, 5-(1,6-di-methyl- 4-oxo-1,4-dihydropyridin-2-yl)pentanamide.
- Subjects
BECKMANN rearrangement; OXIMES; POLYPHOSPHORIC acid; METHYL formate; METHYLATION
- Publication
Russian Journal of Organic Chemistry, 2016, Vol 52, Issue 10, p1444
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428016100134