Recyclable 2nd generation ionic liquids as green solvents for the oxidation of alcohols with hypervalent iodine reagents

J. S. Yadav*, B. V. S. Reddy, A. K. Basak and A. Venkat Narsaiah

*Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500007, India, Email: yadavpubiict.res.in

J. S. Yadav, B. V. S. Reddy, A. K. Basak, A. V. Narsaiah, Tetrahedron, 2004, 60, 2131-2135.

DOI: 10.1016/j.tet.2003.12.056

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Abstract

Alcohols are oxidized to the corresponding carbonyl compounds with iodoxybenzoic acid (IBX) or with Dess-Martin-Periodinane (DMP) in [bmim]BF₄ and [bmim]PF₆ ionic liquids at room temperature in excellent yields with high selectivity. These oxidations are faster in ionic liquids as compared to conventional solvents. The byproduct iodosobenzoic acid (IBA) and the ionic liquid are readily recovered.

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Key Words

Dess-Martin Oxidation, Dess-Martin Periodinane (DMP), Iodoxybenzoic acid (IBX), Ionic Liquids

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ID: J72-Y2004-250