Synthesis 2023; 55(10): 1517-1524
DOI: 10.1055/s-0042-1752398
paper

Oxidation of α-Trifluoromethyl and Nonfluorinated Secondary Alcohols to Ketones Using a Nitroxide Catalyst

Fabrizio Politano
a   Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, Connecticut 06269, USA
b   Instituto de Investigaciones en Físico Química de Córdoba (INFIQC)-CONICET, Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Ciudad Universitaria, X5000HUA Córdoba, Argentina
,
William P. Brydon
a   Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, Connecticut 06269, USA
,
a   Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, Connecticut 06269, USA
› Institutsangaben

This research was funded by the University of Connecticut Research Enhancement Program (FP) and the Department of Chemistry Charles Waring Fund (WPB).


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Abstract

A methodology for the oxidation of α-trifluoromethyl alcohols to the corresponding trifluoromethyl ketones is presented. A catalytic quantity of a nitroxide is used, and potassium persulfate serves as the terminal oxidant. The methodology proves effective for aromatic, heteroaromatic, and conjugated alcohol substrates. It can be extended to nonfluorinated secondary alcohols and, in this case, can be applied to a range of aromatic, heteroaromatic, and aliphatic alcohols.

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Publikationsverlauf

Eingereicht: 29. Oktober 2022

Angenommen nach Revision: 04. Januar 2023

Artikel online veröffentlicht:
02. Februar 2023

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