Generation of Arynes Using Trimethylsilylmethyl Grignard Reagent for Activation of ortho-Iodoaryl or ortho-Sulfinylaryl Triflates

The trimethylsilylmethyl Grignard reagent triggered efficient generation of arynes from various ortho-iodoaryl or ortho-sulfinylaryl triflates. The moderate nucleophilicity and basicity of the reagent facilitated efficient reactions between the aryne precursors and arynophiles containing organometallic nucleophile-sensitive functionalities.