Acylalkylation of Arynes Generated from -Iodoaryl Triflates with Hydrosilanes and Cesium Fluoride.

An efficient method to generate aryne intermediates from -iodoaryl triflates triggered by triethylsilane and cesium fluoride is disclosed. This method realized the acylalkylation of arynes using easily available -iodoaryl triflate-type precursors, which was difficult when using conventional nucleophilic activators. A wide range of (hetero)arenes including various fused benzothiazoles were successfully synthesized from -iodoaryl triflates by virtue of their good accessibility and divergent transformations of aryne intermediates.