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Issue 39, 2017
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Oxidative functionalisation of alcohols and aldehydes via the merger of oxoammonium cations and photoredox catalysis

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Abstract

We present a new paradigm for nitroxyl-mediated processes via the merger of oxoammonium cation-mediated oxidation with visible-light photoredox catalysis. The integration of these two forms of catalysis has been realised for the oxidative amidation of aldehydes, furnishing N-acylated heterocycles. Extension of this process to the oxidative amidation of alcohols via the intermediacy of an aldehyde was successfully pursued, thus proffering a general oxidation platform. The activated amides synthesised here are excellent synthetic handles for acylation.

Graphical abstract: Oxidative functionalisation of alcohols and aldehydes via the merger of oxoammonium cations and photoredox catalysis

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Supplementary files

Article information


Submitted
11 Aug 2017
Accepted
08 Sep 2017
First published
08 Sep 2017

Org. Biomol. Chem., 2017,15, 8295-8301
Article type
Paper

Oxidative functionalisation of alcohols and aldehydes via the merger of oxoammonium cations and photoredox catalysis

J. Nandi, J. M. Ovian, C. B. Kelly and N. E. Leadbeater, Org. Biomol. Chem., 2017, 15, 8295
DOI: 10.1039/C7OB02243C

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