Cyclohexenynone Precursors: Preparation via Oxidative Dearomatization Strategy and Reactivity

A unique
approach toward the preparation of cyclohexenynone equivalents
was successfully developed via oxidative dearomatization of aryne
precursors, featuring multiple functionalities on the target rings.
Upon activation, these in situ formed cyclohexenynone
intermediates exhibit good to excellent reactivity with various trapping
agents. Moreover, an unprecedented cascade was discovered with aryl
allyl sulfoxides, revealing a deeper utilization of the alkyne bond
by concomitantly introducing one nucleophile and two electrophiles.