Benzyne and related aryne species are highly reactive and efficient intermediates, which can be generated from numerous precursors under various conditions. Recently, hypervalent iodine(III) compounds were introduced as efficient benzyne sources owing to the high leaving group ability of iodobenzene. Herein, we disclose the preparation and structural investigation of new pseudocyclic hypervalent iodine compounds, arylbenziodoxaboroles, which can generate benzyne species in the presence of water. The reactions of arylbenziodoxaboroles under aqueous conditions using various substrates afford the corresponding benzyne adducts in moderate to good yields.

Water mediated benzyne reactions using arylbenziodoxaboroles

2019 Spring National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.