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Oxidation of α-trifluoromethyl and non-fluorinated alcohols via the merger of oxoammonium cations and photoredox catalysis

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Abstract

We present an alcohol oxidation strategy to access α-trifluoromethyl ketones (TFMKs) merging catalytic oxoammonium cation oxidation with visible-light photoredox catalysis. This work uses 4-acetamido-(2,2,6,6-tetramethyl-piperidin-1-yl)oxyl as an organic oxidant capable of generating TFMKs in good yields. The methodology serves as an improvement over previous reports of an analogous oxidation strategy requiring superstoichiometric quantities of oxidant. Both primary and secondary non-fluorinated alcohols can also be oxidised in good yields.

Graphical abstract: Oxidation of α-trifluoromethyl and non-fluorinated alcohols via the merger of oxoammonium cations and photoredox catalysis

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Publication details

The article was received on 07 May 2018, accepted on 05 Jun 2018 and first published on 05 Jun 2018


Article type: Paper
DOI: 10.1039/C8OB01063C
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Oxidation of α-trifluoromethyl and non-fluorinated alcohols via the merger of oxoammonium cations and photoredox catalysis

    V. A. Pistritto, J. M. Paolillo, K. A. Bisset and N. E. Leadbeater, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01063C

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