76268-12-7Relevant academic research and scientific papers
Furo[3,4-b]benzofurans: Synthesis and reactions
Traulsen, Tim,Friedrichsen, Willy
, p. 1387 - 1398 (2007/10/03)
Starting with coumarin (1) furo[3,4-b]benzofuran 4 was synthesized using the Hamaguchi-Ibata methodology. Intermolecular Diels-Alder reactions provide compounds 5-8. In a [4 + 3] cycloaddition reaction with oxyallyl compound 9 was obtained. The C-annulated furans 16a (in situ) and 16b have been prepared by a similar methodology starting with 10a,b. In an intramolecular Diels-Alder reaction compounds 17a,b were obtained. Computational studies concerning the reactivity of furo[3,4-b]benzofurans in inter- and intramolecular Diels-Alder reactions using both semiempirical (AM1, PM3) and density functional theoretical methods (B3LYP/6-31G*) are reported.
