Abstract
This review reports some novel (or considerably improved) methods for the synthesis of aromatic iodides, (dichloroiodo)arenes, (diacetoxyiodo)arenes, iodylarenes and diaryliodonium salts, as well as some facile, oxidative anion metatheses in crude diaryliodonium halides and, for comparison, potassium halides. All these new results were obtained in our laboratory over the past decade (1990-2000). A full list of our papers dealing with the organic iodine(I, III and V) chemistry, covering exlusively the aromatic derivatives, is also provided.
Highlights
In the years 1980-1990 our research group had been mainly interested in the chemistry of aromatic, symmetric and unsymmetric organomercurials; see Refs. 22-33
We successfully synthesized a number of novel organomercurials derived from lactamic heterocycles as well as we discovered several novel cyano- and halo-demercuration reactions; this resulted in many effective syntheses of cyano or halo derivatives of those aromatics, whose corresponding organomercurials had been used in the said novel demercuration reactions
The quickly growing number of literature reports and reviews on the unique synthetic possibilities offered by organic hypervalent iodine reagents/compounds had been so promising and alluring that in 1990 we definitely decided that most our future research work should be directed towards this area
Summary
In the years 1980-1990 our research group had been mainly interested in the chemistry of aromatic, symmetric and unsymmetric organomercurials; see Refs. 22-33. Since all our previous research activity had been concerned with aromatic compounds, all our subsequent studies have been limited to aromatic iodine(III or V) compounds. We put special emphasis on the development of novel, easy and effective oxidative iodination procedures, applicable for numerous aromatics (both activated and deactivated), since the resulting iodo derivatives would applied by us in our subsequent syntheses of the corresponding aromatic hypervalent iodine compounds. Mainly (dichloroiodo)arenes, (diacetoxyiodo)arenes, iodylarenes, and aromatic iodonium salts have been synthesized and studied by us, using novel (or considerably improved) methods. This short review presents mainly our own contributions to the chemistry of aromatic iodine(I, III and V) compounds over the past decade (1990-2000). At the end of this review a full list of our papers and Ph.D. theses dealing with this topic is provided (see Refs. 1-18)
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