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Issue 10, 2012
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The oxidation of alcohols with trichloroisocyanuric acid: pyridine from base to organocatalyst

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Abstract

An alcohol oxidation method based on the use of pyridine or 3-cyanopyridine as an organocatalyst in combination with trichloroisocyanuric acid as the terminal oxidant is reported. It is demonstrated that secondary aliphatic alcohols can be selectively oxidized to the corresponding ketones in the presence of primary aliphatic alcohols. The method is also suitable for the oxidation of primary and secondary benzylic alcohols. N-Chloropyridinium cyanurates are proposed as the active alcohol-oxidizing species.

Graphical abstract: The oxidation of alcohols with trichloroisocyanuric acid: pyridine from base to organocatalyst

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Publication details

The article was received on 12 Jun 2012, accepted on 02 Aug 2012 and first published on 02 Aug 2012


Article type: Paper
DOI: 10.1039/C2CY20403G
Catal. Sci. Technol., 2012,2, 2052-2056

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    The oxidation of alcohols with trichloroisocyanuric acid: pyridine from base to organocatalyst

    R. P. van Summeren, A. Romaniuk, E. G. IJpeij and P. L. Alsters, Catal. Sci. Technol., 2012, 2, 2052
    DOI: 10.1039/C2CY20403G

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