Lanthanum Triflate–Catalyzed Rapid Oxidation of Secondary Alcohols Using Hydrogen Peroxide Urea Adduct (UHP) in Ionic Liquid

Abstract

A convenient and efficient protocol for the oxidation of secondary hydroxyl group to ketone using hydrogen peroxide–urea adduct and catalytic (CF₃SO₃)₃La in ionic liquid has been developed. A number of 1,2-diols, α-hydroxyketones, and other aromatic and aliphatic secondary alcohols have been successfully oxidized to the corresponding ketones using this protocol in good yields and short reaction times.

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GRAPHICAL ABSTRACT

Keywords:

• Ionic liquid
• ketones
• lanthanum triflate
• oxidation
• secondary alcohols
• UHP

ACKNOWLEDGMENTS

P. S. and D. M. thank the University Grants Commission and the Council of Scientific and Industrial Research, respectively, New Delhi, India, for the grants of junior and senior research fellowships.

Notes

^a Employing 1.0 mmol hydrobenzion, 10 mol% catalyst, 2.0 mmol UHP, and 5 mmol ionic liquid at 70 °C.

^b Isolated yields.

^a Reaction using 1.0 mmol alcohol, UHP, 10 mol% (CF₃SO₃)₃La, and 5 mmol [bmim]BF₄ at 70 °C for the appropriate time.

^b Isolated yield.