Synthesis of Isoflavones from 2′-Hydroxychalcones Using Poly[4-(diacetoxy)iodo]styrene or Related Hypervalent Iodine Reagent

Abstract
Isoflavones are synthesized in an one-pot reaction by treating the hypervalent iodine(III) reagent, [hydroxy(tosyloxy)iodo]benzene (HTIB, Koser’s reagent) with 2′-benzoyloxychalcones in MeOH. A combined use of (diacetoxyiodo)benzene (DIB)/p-toluenesulfonic acid (TsOH) is also effective for the same purpose. As an extension of these monomeric reagents, polymer-supported DIB {PSDIB, poly[4-(diacetoxy)iodo]styrene} with TsOH works also well. The merits of the latter are the ease of separation of iso­flavones from the reaction mixture, no liberation of PhI, and reuse of the reagent.

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