Base-Promoted Nucleophile Addition to Arynes Generated from Triaryloxonium Salts

Abstract

In this study, a facile method for the synthesis of aryl-substituted esters, amides, α-aryl sulfoxonium ylides, thioethers, aryl-quinolinones/isoquinolinones via nucleophilic addition reaction of oxonium aryne precursors with corresponding carboxylic acids, isocyanides, sulfoxonium ylides, mercaptans, trifluoromethyl silver, and halogenated quinolines/isoquinolines has been developed. This protocol featured mild reaction conditions, a high yield, and a good tolerance of functional groups. In addition, scale-up synthesis and related applications were also accomplished.