Abstract

3-Triflyloxybenzyne was generated via an iodine-magnesium exchange reaction of 1,3-bis(triflyloxy)-2-iodobenzene using the trimethylsilylmethyl Grignard reagent. Various arynophiles and nucleophiles reacted regioselectively with 3-triflyoxybenzyne to afford cycloadducts and unique aryl triflones, which were provided via thia-Fries rearrangement.

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