[Development of Hypervalent Iodine Reagents Utilizing Functional Group Properties].

Abstract

Hypervalent iodine(III) compounds are known to be exceptionally good oxidizing reagents because they are generally highly reactive, can be used in various molecular designs, and are relatively easy to synthesize and handle. Although they are very useful reagents with a wide range of reactivity, some iodine(III) compounds are difficult to handle due to low solubility and stability issues. In earlier studies, it was found that iodine(III) reagents with an ether group introduced at the ortho-position have improved solubility and stability. Based on these results, new hypervalent iodine compounds were developed by utilizing coordinating properties of functional groups other than the ether group. In this paper, hypervalent iodine compounds with carboxyl or hydroxyl groups introduced into the aromatic ring attached to the iodine atom were successfully synthesized, and their structures were elucidated by X-ray structural analysis. In addition, the reactivity of these compounds is reported based on the successful development of several unique reactions.