Synthesis of 1-hydroxy-1,5-dihydro-2H-pyrrol-2-ones or 1-hydroxy-1,6-dihydropylidine-2,5-diones from N-hydroxy-N-(2-oxoalkyl) amides Full article
| Journal |
Tetrahedron Letters
ISSN: 0040-4039 |
||||||||
|---|---|---|---|---|---|---|---|---|---|
| Output data | Year: 2015, Volume: 56, Number: 44, Pages: 5980-5981 Pages count : DOI: 10.1016/j.tetlet.2015.09.030 | ||||||||
| Tags | Hydroxamic acid; Intramolecular cyclization; Oxidation reaction; 1,5-Dihydro-2H-pyrrol-2-ones; 1,6-Dihydropyridine-2,5-diones | ||||||||
| Authors |
|
||||||||
| Affiliations |
|
Abstract:
Efficient methods for the preparation of 1-hydroxy-1,5-dihydro-2H-pyrrol-2-ones and 1-hydroxy-1,6-dihydropyridine-2,5-diones from N-hydroxy-N-(2-oxoalkyl)amides are reported. It was found that the reaction of N-hydroxy-N-(2-oxoalkyl)amides with 3 equiv of potassium tert-butoxide led to 1-hydroxy-1,5-dihydro-2H-pyrrol-2-ones. A decrease of the base content to 1.5 equiv or less led to an increase of 1-hydroxy-3-phenyl-1,6-dihydropyridine-2,5-dione in the reaction due to oxidation of the starting materials by atmospheric oxygen and their subsequent transformation. (C) 2015 Elsevier Ltd. All rights reserved.
Cite:
Kulakov I.V.
, Nikolaenkova E.B.
, Gatilov Y.V.
, Tikhonov A.Y.
, Fisyuk A.S.
Synthesis of 1-hydroxy-1,5-dihydro-2H-pyrrol-2-ones or 1-hydroxy-1,6-dihydropylidine-2,5-diones from N-hydroxy-N-(2-oxoalkyl) amides
Tetrahedron Letters. 2015. V.56. N44. P.5980-5981. DOI: 10.1016/j.tetlet.2015.09.030 WOS Scopus РИНЦ OpenAlex
Synthesis of 1-hydroxy-1,5-dihydro-2H-pyrrol-2-ones or 1-hydroxy-1,6-dihydropylidine-2,5-diones from N-hydroxy-N-(2-oxoalkyl) amides
Tetrahedron Letters. 2015. V.56. N44. P.5980-5981. DOI: 10.1016/j.tetlet.2015.09.030 WOS Scopus РИНЦ OpenAlex
Dates:
| Published print: | Oct 1, 2015 |
Identifiers:
| Web of science: | WOS:000363081000003 |
| Scopus: | 2-s2.0-84944238883 |
| Elibrary: | 24961409 |
| OpenAlex: | W2337746188 |