Formation of N-sulfonyl imines from iminoiodinanes by iodine-promoted, N-centered radical sulfonamidation of aldehydes?
Organic & Biomolecular Chemistry Pub Date: 2017-10-23 DOI: 10.1039/C7OB02120H
Abstract
A mild and operationally convenient formation of synthetically valuable N-sulfonyl imines from a range of aryl aldehydes by reaction with iminoiodinanes (PhI![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
NZ) and I2 has been developed. According to mechanistic experiments described within, the reaction is speculated to proceed through an unconventional light-promoted, N-centered radical (NCR) pathway involving a N,N-diiodosulfonamide reactive species. This method not only provides a new pathway toward the production of activated imines, but also serves as an example of a non-traditional means of carbonyl activation via an NCR species.
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Journal Name：Organic & Biomolecular Chemistry
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CAS no.: 89640-58-4
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