Diaryliodonium(iii) salts in one-pot double functionalization of C–IIII and ortho C–H bonds

Abstract

Since the 1950s, diaryliodonium(III) salts have been demonstrated to participate in various arylation reactions, forming aryl–heteroatom and aryl–carbon bonds. Incorporating the arylation step into sequential transformations would provide access to complex molecules in short steps. This focus review summarizes the double functionalization of carbon–iodine(III) and ortho carbon–hydrogen bonds using diaryliodonium(III) salts. This involves arylation/intramolecular rearrangement, arylation followed by electrophilic aromatic substitution, three-component [2 + 2 + 2] cascade annulation, sequential metal-catalyzed arylations, and double functionalization via aryne formation.