An efficient generation method and remarkable reactivities of 3-triflyloxybenzyne

S Yoshida, K Uchida, K Igawa, K Tomooka… - Chemical …, 2014 - pubs.rsc.org
S Yoshida, K Uchida, K Igawa, K Tomooka, T Hosoya
Chemical Communications, 2014pubs.rsc.org
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.
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.
The Royal Society of Chemistry
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