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Carbonyl oxidation with hypervalent iodine reagents involves the functionalization of the α position of carbonyl compounds through the intermediacy of a hypervalent iodine(III) enolate species. This electrophilic intermediate may be attacked by a variety of nucleophiles or undergo rearrangement or elimination.〔Moriarty, R. M.; Prakash, O. ''Org. React.'' 1999, ''54'', 273. 〕 ==Introduction== Hypervalent iodine(III) compounds are attractive oxidizing agents because of their stability and selectivity. In the presence of enolizable carbonyl compounds, they are able to accomplish oxidative functionalization of the α position. A key iodine(III) enolate intermediate forms, which then undergoes either nucleophilic substitution (α-functionalization), elimination (dehydrogenation), or rearrangement. Common hypervalent iodine reagents used to effect these transformations include iodosylbenzene (PhIO),〔Schardt, B. C.; Hill, C. L. ''Inorg. Chem.'' 1983, ''22'', 1563.〕 iodobenzene diacetate (PhI(OAc)2),〔Moriarty, R. M.; Hu, H. ''Tetrahedron Lett.'' 1981, ''22'', 2747.〕 Koser's reagent (PhI(OTs)OH),〔Koser, G. F.; Relenyi, A. G.; Kalos, A. N.; Rebrovic, L.; Wettach, R. H. ''J. Org. Chem.'' 1982, ''47'', 2487.〕 and (dichloroiodo)benzene (Cl2IPh).〔Dneprovskii, A. S.; Krainyuchenko, I. V.; Temnikova, T. I. ''J. Org. Chem. USSR (Engl. Transl.)'' 1978, ''14'', 1414.〕 ''(1)'' 抄文引用元・出典: フリー百科事典『 ウィキペディア（Wikipedia）』 ■ウィキペディアで「Carbonyl oxidation with hypervalent iodine reagents」の詳細全文を読む スポンサード リンク
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