Formation of omega-(4-oxo-1,4-dihydropyridin-2-yl)alkanamides in the Beckmann rearrangement of spiro-fused cycloalkanone oximes Full article
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Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Output data | Year: 2016, Volume: 52, Number: 10, Pages: 1444-1451 Pages count : 8 DOI: 10.1134/S1070428016100134 | ||||
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Abstract:
omega-(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 alpha-carbon atom and C-2, 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.
Cite:
Savel'ev V.A.
, Tikhonov A.Y.
, Rybalova T.V.
Formation of omega-(4-oxo-1,4-dihydropyridin-2-yl)alkanamides in the Beckmann rearrangement of spiro-fused cycloalkanone oximes
Russian Journal of Organic Chemistry. 2016. V.52. N10. P.1444-1451. DOI: 10.1134/S1070428016100134 WOS Scopus РИНЦ OpenAlex
Formation of omega-(4-oxo-1,4-dihydropyridin-2-yl)alkanamides in the Beckmann rearrangement of spiro-fused cycloalkanone oximes
Russian Journal of Organic Chemistry. 2016. V.52. N10. P.1444-1451. DOI: 10.1134/S1070428016100134 WOS Scopus РИНЦ OpenAlex
Original:
Савельев В.А.
, Тихонов А.Я.
, Рыбалова Т.В.
Образование амидов ω-(4-оксо-1,4-дигидропиридин-2-ил)-алканкарбоновых кислот при перегруппировке бекмана спиросочлененных циклоалканоноксимов
Журнал органической химии (RUSS J ORG CHEM+). 2016. Т.52. №10. С.1454-1460. РИНЦ
Образование амидов ω-(4-оксо-1,4-дигидропиридин-2-ил)-алканкарбоновых кислот при перегруппировке бекмана спиросочлененных циклоалканоноксимов
Журнал органической химии (RUSS J ORG CHEM+). 2016. Т.52. №10. С.1454-1460. РИНЦ
Dates:
| Published print: | Oct 1, 2016 |
| Published online: | Nov 25, 2016 |
Identifiers:
| Web of science: | WOS:000388982200013 |
| Scopus: | 2-s2.0-84996540060 |
| Elibrary: | 27574092 |
| OpenAlex: | W2551959113 |