Hypervalent iodine reagents have the ability of inverting the polarity of functional groups bound to iodine, a reactivity known as umpolung. This reactivity makes hypervalent iodine compounds highly attractive for the creation of electrophilic synthons of known nucleophiles, resulting in novel synthetic disconnections and the formation of new Nu(nucleophile)−N bond.Electrophilic sources of nitrogen‐based groups have been known for many decades and are of great synthetic importance. Traditionally, these reagents are limited to few examples. With the use of hypervalent iodine, the transfer of a wide diversity of nitrogen sources became a possibility. This review compiles the latest reported examples of hypervalent iodine reagents capable of electrophilic transfer of nitrogen‐based groups. It showcases the preparation of such reagents, their synthetic utility, and reaction mechanisms involving these group transfer reagents.
A methodology for the synthesis of sulfonyl hydrazides mediated by hypervalent iodine is described. Taking advantage of the umpolung properties of hypervalent iodine reagents, the polarity of sodium sulfinate salts...
The Cover Feature illustrates the potential and versatility of hypervalent iodine(III) compounds as the root of several methodologies that enable the introduction of nitrogen‐based functional groups. The use of hypervalent iodine(III) compounds translates into a robust alternative to established synthetic methodologies. This review focuses on the latest results in the electrophilic transfer of nitrogen‐containing functional groups. More information can be found in the Review by M. M. B. Marques et al.
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