Reaction of 1,2-benzoquinones with enamines
Abstract
The reactions of 4-t-butyl-1,2-benzoquinone (9a), 4-methyl-1,2-benzoquinone (9b), and 1,2-benzoquinone (9c) with various enamines (10) and (11) are reported. Hydroxybenzodioxins (13) and (14) are isolated in most cases, and their conformational analyses are discussed. The reaction rates of 4-t-butyl-1,2-benzoquinone (9a) with the enamines (10a) and (10b) have been measured and an ionic mechanism is proposed.