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- Title
Synthesis and Some Chemical Transformations of Unsaturated Ketones of the Dihydropyran Series.
- Authors
Shatirova, M. I.; Gusiyev, N. Kh.; Aliyev, A. G.; Nagiyeva, Sh. F.
- Abstract
Methods have been developed for the synthesis of unsaturated ketones of the dihydropyran series via aldolization-crotonization of 3,4-dihydro-2H-pyran-2-carbaldehyde with some unsaturated ketones. Among the proposed methods, the optimal were reactions carried out in 20% alcoholic sodium hydroxide at room temperature, which ensured higher selectivity, high yield (85-95%) of the target products, and minimization of side processes. The obtained unsaturated ketones were subjected to various chemical transformations involving the side-chain double bond, and their new derivatives were synthesized. In particular, the oxidation of unsaturated ketones with 28% hydrogen peroxide gave the corresponding epoxy ketones which reacted with secondary amines to afford amino alcohols.
- Subjects
CHEMICAL amplification; SECONDARY amines; CHEMICAL synthesis; KETONES; AMINO alcohols; DOUBLE bonds
- Publication
Russian Journal of Organic Chemistry, 2019, Vol 55, Issue 9, p1299
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428019090069