SAGAR SINGH - IIT DELHI
Last Activity: 14 Years ago
Dear student,
Hydrazone iodination in which a hydrazone is converted into a vinyl chloride by reaction of iodine and a non-nucleophilic base such as DBU .
The reaction has earlier roots with the 1911 discovery by Wieland and Roseeu that the reaction of hydrazones with iodine alone (without base) results in the azine dimer (structure 2 in scheme 1).
In the original Barton publication the reaction was optimized by using a strong quanidine base, the inverse addition of the hydrazone to an iodine solution, and by exclusion of water.
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Sagar Singh
B.Tech, IIT Delhi