Issue 10, 2012

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

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

Article information

Article type
Paper
Submitted
12 Jun 2012
Accepted
02 Aug 2012
First published
02 Aug 2012

Catal. Sci. Technol., 2012,2, 2052-2056

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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