Diverse transformations of boronic compounds promoted by hypervalent organoiodines(III): unique combined reactivity of two electrophilic compounds

Abstract

Both hypervalent organoiodine(III) compounds and boronic acids/esters are non-toxic and considered as environment-friendly compounds and have had a remarkable impact on the field of synthetic organic chemistry. Numerous transformations have been carried out using hypervalent organoiodine(III) or boronic acids/esters – taken separately – with other reactants, but transformations with these two reagents taken together are comparatively less well reported. In this mini-review, diverse reactions carried out with these two substrates in the presence of each other, have been discussed. Various functionalizations of boronic compounds, promoted by hypervalent organoiodine(III) reagents, both in the presence and absence of transition metals, have been reviewed. Different metal-free iodine(III)–boron exchange reactions providing iodonium salts, various ipso transformations of boronic acids/esters and metal-catalyzed cross-coupling reactions of boronic compounds with hypervalent organoiodine(III) reagents are the prime focal areas of this article. Mechanistic aspects for certain reactions have also been delineated