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Synfacts 2010(10): 1209-1209  
DOI: 10.1055/s-0030-1258656
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Oxidation of Alcohols with TEMPO Immobilized on an Ionic Liquid

Contributor(s): Yasuhiro Uozumi, Noboru Kobayashi
A. Fall, M. Sene, M. Gaye*, G. Gómez, Y. Fall*
Universidad de Vigo, Spain and Université Cheikh Anta Diop de Dakar, Senegal
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Publication History

Publication Date:
22 September 2010 (online)

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Significance

Ionic liquid supported TEMPO 3 was prepared by click reaction of azide 1 and alkyne 2. The supported TEMPO 3 catalyzed the oxidation of alcohols in the presence of bis(acet-oxy)iodobenzene (BAIB) to afford the corresponding carbonyl compounds in up to 99% yield (8 examples). The recyclability of the supported TEMPO was examined for the oxidation of 4-methoxybenzyl alcohol, where TEMPO 3 was recovered by decantation and reused four times without loss of its catalytic activity (4th reuse: 95% yield).