Abstract
The oxidation of 14
hydrazones with iodine in the presence of base (generally triethylamine) was
investigated. The typical reaction products are mixtures of gem-diiodides and vinyl iodides obtained in total yields of 38-85%.
The features of the reaction are consistent with a mechanism involving an
intermediate iododiazonium salt and/or an iodocarbonium ion. The preparation and purification of
hydrazones was investigated.
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