Studies on the oxidation of hydrazones with iodine and with phenylselenenyl bromide in the presence of strong organic bases; an improved procedure for the synthesis of vinyl iodides and phenyl-vinyl selenides

The oxidation of hydrazones by iodine in the presence of strong organic bases (guanidines) has been studied. Improved yields of vinyl iodides can be obtained by inverse addition using dry solvents and with a final heating period where appropriate. The reaction has been extended to various dihydrazones with interesting results. In complementary studies hydrazones have been oxidized by phenylselenenyl bromide in the presence of strong organic bases to give the corresponding phenyl vinyl selenides in good yield.