Alternative Strategies with Iodine: Fast Access to Previously Inaccessible Iodine(III) Compounds

Abstract

Non-iodinated arenes can be easily and selectively converted into (diacetoxyiodo)arenes in a single step under mild conditions by using iodine triacetates as reagents. The oxidative step is decoupled from the synthesis of hypervalent iodine(III) reagents, which can now be prepared conveniently in a one-pot synthesis for subsequent reactions without prior purification. The chemistry of iodine triacetates was also expanded to heteroatom ligand exchanges to form novel inorganic hypervalent iodine compounds.

Keywords: aromatic substitution; hypervalent iodine; iodine; one-pot reactions; stereoselective synthesis.