Tetrahedron Letters

Modified o-methyl-substituted IBX: room temperature oxidation of alcohols and sulfides in common organic solvents

JN Moorthy, N Singhal, K Senapati

Index: Moorthy, Jarugu Narasimha; Singhal, Nidhi; Senapati, Kalyan Tetrahedron Letters, 2008 , vol. 49, # 1 p. 80 - 84

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Citation Number: 49

Abstract

o-Methyl-substituted Me-IBX is the first modified analog of IBX that oxidizes alcohols in common organic solvents at room temperature, due to a composite of two factors, that is, low solubility and hypervalent twisting-promoted rate enhancement. Furthermore, the reagent is efficient for selective oxidation of sulfides to sulfoxides, a transformation that otherwise occurs only sluggishly with standard IBX. The facile synthetic accessibility and its mild as ...