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Issue 13, 2014
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Biomimetic aerobic oxidative hydroxylation of arylboronic acids to phenols catalysed by a flavin derivative

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Abstract

Flavin-catalysed oxidative hydroxylation of substituted arylboronic acids by molecular oxygen with the assistance of hydrazine or ascorbic acid resulted in phenols in high yields. This mild organocatalytic protocol is compatible with a variety of functional groups and it is alternatively usable for transformation of alkylboronic acids to alcohols. Reaction takes place also in water and fulfils criteria for a green procedure.

Graphical abstract: Biomimetic aerobic oxidative hydroxylation of arylboronic acids to phenols catalysed by a flavin derivative

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Article information


Submitted
18 Oct 2013
Accepted
23 Jan 2014
First published
24 Jan 2014

This article is Open Access

Org. Biomol. Chem., 2014,12, 2137-2142
Article type
Paper

Biomimetic aerobic oxidative hydroxylation of arylboronic acids to phenols catalysed by a flavin derivative

H. Kotoučová, I. Strnadová, M. Kovandová, J. Chudoba, H. Dvořáková and R. Cibulka, Org. Biomol. Chem., 2014, 12, 2137
DOI: 10.1039/C3OB42081G

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