Issue 4, 2016

Oxidative cleavage of 1-aryl-isochroman derivatives using the Trametes villosa laccase/1-hydroxybenzotriazole system

Abstract

The oxidative cleavage of the dihydropyran ring of 1-aryl-isochroman derivatives was carried out for the first time under green chemistry conditions in the presence of the Trametes villosa laccase/1-hydroxybenzotriazole system in buffered water/1,4-dioxane and buffered water/dimethyl carbonate as reaction media. The corresponding oxidation products [2-(2-hydroxyethyl)benzophenone derivatives] were obtained in different yields depending on the substituents on phenyl and isochroman rings. These compounds are useful intermediates for the synthesis of anticancer agents and neuroprotective drugs.

Graphical abstract: Oxidative cleavage of 1-aryl-isochroman derivatives using the Trametes villosa laccase/1-hydroxybenzotriazole system

Supplementary files

Article information

Article type
Paper
Submitted
07 Nov 2015
Accepted
05 Feb 2016
First published
05 Feb 2016

New J. Chem., 2016,40, 3314-3322

Oxidative cleavage of 1-aryl-isochroman derivatives using the Trametes villosa laccase/1-hydroxybenzotriazole system

R. Bernini, F. Crisante, F. D’Acunzo, P. Gentili and E. Ussia, New J. Chem., 2016, 40, 3314 DOI: 10.1039/C5NJ03133H

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