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

Narasimha Moorthy, Jarugu ; Singhal, Nidhi ; Senapati, Kalyan (2008) Modified o-methyl-substituted IBX: room temperature oxidation of alcohols and sulfides in common organic solvents Tetrahedron Letters, 49 (1). pp. 80-84. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/j.tetlet.2007.11.013

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 well as non-hazardous nature render Me-IBX a stable equivalent of Dess-Martin periodinane reagent in organic oxidations.

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Deposited On:10 Sep 2011 11:40
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