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Issue 33, 2014
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TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

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Abstract

An interesting and convenient procedure for the oxidative transformation of acetophenones and carbinols to primary benzamides has been developed. By using tetra-n-butylammonium iodide (TBAI) as the catalyst and tert-butyl hydroperoxide (TBHP) as the oxidant, the desired benzamides were isolated in moderate to good yields in aqueous solution. Notably, not only acetophenones but also propiophenones can be applied as substrates as well. Hence, we believe that this new procedure is not just a catalytic version of the iodine-based method.

Graphical abstract: TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

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Publication details

The article was received on 11 Jun 2014, accepted on 10 Jul 2014 and first published on 10 Jul 2014


Article type: Communication
DOI: 10.1039/C4OB01203H
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 6359-6362
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    TBAI-catalyzed oxidative synthesis of benzamides from acetophenones and carbinols

    M. Sharif, J. Chen, P. Langer, M. Beller and X. Wu, Org. Biomol. Chem., 2014, 12, 6359
    DOI: 10.1039/C4OB01203H

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