Hypervalent Iodine–Mediated Ring Contraction Reactions

Abstract

Hypervalent iodine reagents constitute a powerful tool in modern synthetic organic chemistry, promoting several important reactions. One such reaction is the ring contraction of cycloalkenes and cycloalkanones promoted by iodine(III) compounds, such as iodobenzene diacetate, iodosylbenzene, iodotoluene difluoride, and [hydroxy(tosyloxy)- iodo]benzene (Koser ́s reagent). This review covers all the literature related to the ring contraction of cyclic ketones and olefins promoted by iodine(III) species.

Keywords

• Iodine(III)
• hypervalent iodine
• ring contraction
• oxidation
• cycloalkenes
• cycloalkanones.