(Phenyl)[o-(trimethylsilyl)phenyl]iodonium triflate readily prepared from o-bis(trimethylsilyl)benzene and the hypervalent iodine(III) reagent [Phl(OAc)2·2TfOH] shows excellent formation of benzyne under mild and neutral conditions and efficiently provides adducts with typical trapping agents, e.g. furan, anthracene, diphenylisobenzofuran and tetraphenylcyclopentadienone.
T. Kitamura and M. Yamane, J. Chem. Soc., Chem. Commun., 1995, 983 DOI: 10.1039/C39950000983
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