Development of Environmentally Benign Selective Oxidation Reactions Using Designer Hypervalent Iodine Catalysts

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In this study, we achieved several oxidation reactions using designer hypervalent iodine catalysts. We have developed the first example of the organoiodine(V)-catalyzed regioselective oxidation of phenols to ortho-quinones using 2-iodoxybenzenesulfonic acid (IBS). Moreover, we succeeded in the rational design of conformationally flexible iodosylarenes based on secondary nonbonding interactions as chiral catalysts for the enantioselective oxidative dearomatization of 1-naphthols. Furthermore, we have developed the intra- and intermolecular direct x-oxyacylation reactions of carbonyl compounds catalyzed by in situ-generated ammonium (hypo)iodite species with hydrogen peroxide or TBHP as an environmentally benign oxidant