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sir can you pls provide me with complete mechanism of this reaction

7 years ago


Answers : (1)


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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