Acyl rearrangements in acylbenzoquinone cycloadducts
Abstract
A number of cycloadducts between 2-acetyl- and 2-benzoyl-1,4-benzoquinones and dienes have been prepared and the direction of the subsequent acyl group migration has been shown to depend on the diene substituents. The initial adducts from 2-acetylnaphthoquinone and dienes either epimerised or yielded 9,10-anthraquinone on attempted rearrangement.