Tetrahedron letters

Highly efficient RuCl 3-catalyzed disproportionation of (diacetoxyiodo) benzene to iodylbenzene and iodobenzene; leading to the efficient oxidation of alcohols to …

…, KW Chi, JY Park, R Karimov, VV Zhdankin

Index: Yusubov, Mekhman S.; Chi, Ki-Whan; Park, Joo Yeon; Karimov, Rashad; Zhdankin, Viktor V. Tetrahedron Letters, 2006 , vol. 47, # 35 p. 6305 - 6308

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Citation Number: 53

Abstract

(Diacetoxyiodo) benzene (DIB) selectively oxidizes primary and secondary alcohols to the respective carbonyl compounds in the presence of RuCl3 (0.8–1.0 mol%) at room temperature in aqueous acetonitrile. This reaction proceeds via an initial instantaneous Ru- catalyzed disproportionation of DIB to iodobenzene and iodylbenzene with the latter acting as the actual stoichiometric oxidant toward alcohols.