86176-44-5Relevant academic research and scientific papers
Heteroannulation of 4-oxo-4H-1-benzopyrans (chromosomes) via the conjugate addition of haloalkanols in the presence of base
Cremins,Hayes,Wallace
, p. 9431 - 9438 (2007/10/02)
Chromones (4-oxo-4H-1-benzopyrans) bearing electron-withdrawing substituents at C-3 react with 2-haloethanols and potassium carbonate in acetone to produce tetrahydrofuro[2,3-b][1]benzopyran-4-ones, the heteroannulation proceeding via the conjugate addition of the haloethanol to the chromone, followed by intramolecular alkylation. Under the conditions of the reaction, the products derived from chromone-3-carbaldehydes undergo in situ deformylation.
Chemistry of aldolate dianions. β-silyloxy silyl enol ethers as bifunctional nucleophilic equivalents for oxygen heterocycle synthesis
Martin,Perron,Albizati
, p. 301 - 304 (2007/10/02)
A variety of β-silyloxy silyl enol ethers (3) are easily produced by double deprotonation of readily available β-hydroxyketones. These substances undergo cyclization reactions with dioxenium cations to provide 2-alkoxy-tetrahydropyranones, thus confirming the use of 3 as bifunctional reagents for oxygen heterocycle synthesis.
Routes to Spiroacetals derived from Chroman-4-one
Cremins, Peter J.,Wallace, Timothy W.
, p. 1602 - 1603 (2007/10/02)
Methyl 2-(4'-hydroxybutyl)chromone-3-carboxylate (7) and the derived epoxide (13) undergo spirocyclisation on treatment with iodomethane-potassium carbonate and Lewis acid respectively.
