Issue 25, 2018

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

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

Supplementary files

Article information

Article type
Paper
Submitted
07 May 2018
Accepted
05 Jun 2018
First published
05 Jun 2018

Org. Biomol. Chem., 2018,16, 4715-4719

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, 16, 4715 DOI: 10.1039/C8OB01063C

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