Normal- and High-Pressure Diels-Alder Reactions of p-Tropoquinone with Furans

Article abstract of DOI:10.1246/bcsj.60.2695

The Diels-Alder reactions of p-tropoquinone with furans were investigated under normal- and high-pressure conditions.With furan or 2-methylfuran, no cycloadduct was obtained at all, but with 2-methoxyfuran, a double Michael adduct was isolated from the reaction under the atmospheric pressure, and its structure was elucidated mainly by 1H NMR analysis.With 3,4-dimethoxyfuran, an exo-1:1-adduct and its further reacted 2:1-adduct were isolated.