82826-29-7Relevant academic research and scientific papers
THERMOLYSE COMPAREE D'ENAMINOESTERS CYCLIQUES A CINQ ET SIX CHAINONS : SYNTHESE DE TETRAHYDROINDOLES ET D'OXAZOLES
Grosdemange-Pale, Catherine,Chuche, Josselin
, p. 6183 - 6184 (2007/10/02)
The thermal behaviour of cyclic enaminoesters 1a-d shows a divergence of chemioselectivity as a function of ring size : six and five ring derivatives lead respectively to tetrahydroindoles (3a,b and 4a,b) and oxazole (5c,d).These results may be rationalized by geometrical constraints during the electrocyclisation of intermediate azomethine ylides 5.
TAUTOMERISM OF ω-HYDROXYALKYLIMINES OF β-KETOESTERS
Yakimovich, S. I.,Nikolaev, V. N.,Koshmina, N. V.
, p. 1014 - 1019 (2007/10/02)
An IR and NMR spectroscopic study showed that the products of the condensation of the methyl esters of acetoacetic acid, 2-cyclopentanone- and 2-cyclohexanonecarboxylic acids with 2-aminoethanol and 3-aminopropanol exist in the conjugated enamine form.A new type of tautomeric equilibrium for nitrogen-containing derivatives of β-dicarbonyl compounds was discovered and studied for the products of the condensation of methyl α-alkylacetoacetates.This equilibrium involves imine, enamine, and ring oxazolidine or 1,3-oxazine form.
