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. 2019 Jun 21;9(34):19549-19559.
doi: 10.1039/c9ra02541c. eCollection 2019 Jun 19.

Efficient and sustainable laccase-catalyzed iodination of p-substituted phenols using KI as iodine source and aerial O2 as oxidant

Mark Sdahl  1 , Jürgen Conrad  1 , Christina Braunberger  1 , Uwe Beifuss  1
Affiliations

Efficient and sustainable laccase-catalyzed iodination of p-substituted phenols using KI as iodine source and aerial O2 as oxidant

Mark Sdahl et al. RSC Adv. .

Abstract

The laccase-catalyzed iodination of p-hydroxyarylcarbonyl- and p-hydroxyarylcarboxylic acid derivatives using KI as iodine source and aerial oxygen as the oxidant delivers the corresponding iodophenols in a highly efficient and sustainable manner with yields up to 93% on a preparative scale under mild reaction conditions.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Fig. 1
Fig. 1. Important iodinated phenolic compounds.
Scheme 1
Scheme 1. Laccase-catalyzed oxidative dimerization of vanillin (1a) to divanillin (3a).
Scheme 2
Scheme 2. Chemical equation of the laccase-catalyzed iodination.
Scheme 3
Scheme 3. Proposed mechanism of the laccase-catalyzed iodination.
Scheme 4
Scheme 4. Atom economy of the laccase-catalyzed iodination of 1c with (a) I2 and (b) KI/O2.
See this image and copyright information in PMC

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