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A Mild and Useful Electrophilic Iodinating Reagent
Pyridine iodine monochloride (PyICl) is a pale yellow solid
and can be used as an electrophilic iodinating reagent. While iodine monochloride exists in the solid state under
ambient temperature with a low melting point, PyICl is a solid compound having a melting point over 100 °C. Its
remarkable property enables it to be handled easily. Furthermore, general electrophilic iodinating reagents such as
the Barluenga reagent (IPy2BF4) require excess amount of
some acids to accomplish iodinations. In a case using PyICl as an iodinating reagent, acids are not required to
iodinate and formyl or acetyl group substituted phenols and anilines are iodinated with ortho-para
selectivity under near-neutral conditions. As described above, PyICl is expected to be used for a mild and efficient
electrophilic iodinating reagent.
References
- 1) Pyridinium Iodochloride: An Efficient Reagent for Iodination of Hydroxylated Aromatic Ketones and Aldehydes
- 2) Convenient and Efficient Method for the Iodination of Aromatic Amines by Pyridinium Iodochloride
