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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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Publication details

The article was received on 11 Aug 2017, accepted on 08 Sep 2017 and first published on 08 Sep 2017


Article type: Paper
DOI: 10.1039/C7OB02243C
Citation: Org. Biomol. Chem., 2017, Advance Article
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    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, Advance Article , DOI: 10.1039/C7OB02243C

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