Abstract
While hypoiodites generally produce oxy-radical intermediates upon photolysis or thermolysis, the reaction of 4-alkynyl-4-hydroxycyclobutenones with I2/HgO, I2/PhI(OAc)2 and NIS all believed to form a hypoiodite afforded, even at room temperature, iodomethylenecyclopentene-1,3-diones as rearranged products via an ionic pathway.
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