42188-49-8Relevant academic research and scientific papers
STRUCTURE OF THE PRODUCTS OF THE O-MONOALKYLATION OF PYROCATECHOL BY α-BROMOKETONES
Dzvinchuk, I.B.,Kuznetsov, N.V.,Lozinskii, M.O.
, p. 386 - 389 (1986)
The reaction of pyrocatechol with α-bromoketones in the presence of triethylamine leads to the formation of o-hydroxyphenoxymethyl ketones or 2-hydroxy-2,3-dihydro-1,4-benzodioxines.PMR spectroscopy revealed ring-chain tautomerism of the products obtained
On the Reaction of α-(2-Hydroxyphenoxy)alkylketones with Dimethylsulphoxonium Methylide. A Novel Route to 2-Substituted-2,3-dihydro-2-hydroxymethyl-1,4-benzodioxins
Salimbeni, Aldo,Manghisi, Elso,Arnone, Alberto
, p. 943 - 947 (2007/10/02)
A new route to 2-substituted-2,3-dihydro-2-hydroxymethyl-1,4-benzodioxins 3 based on the reaction of α-(2-hydroxyphenoxy)alkylketones 1 with dimethylsulphoxonium methylide in dimethylsulphoxide is reported.Besides the desired compounds 3, the isomeric 2H-
EFFECT OF PROPERTIES OF THE MEDIUM AND ELECTRONIC EFFECTS OF SUBSTITUENTS ON RING-CHAIN TAUTOMERISM IN 2-ARYL-2-HYDROXY-2,3-DIHYDRO-1,4-BENZODIOXINS
Dzvinchuk, I. B.,Lozinskii, M. O.
, p. 1954 - 1961 (2007/10/02)
The constants of the ring-chain tautomeric equilibrium in 2-aryl-2-hydroxy-2,3-dihydro-1,4-benzodioxins in various solvents were measured by PMR.The experimental data treated by means of the Palm-Koppel and Yukawa-Tsuno equations, indicate that the position of the equilibrium is determined by the joint effect of such characteristics of the medium as polarity, polarizability, and particularly general basicity and also by the electron-deficiency at the carbonyl carbon atom of the noncyclic tautomer.A tendency was found for the reaction constant to decrease and the resonance stabilization of the noncyclic tautomer to increase with increase in the nucleophilic characteristics of the solvent.
