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Issue 55, 2016
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N-Heterocyclic carbene-mediated redox condensation of alcohols

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Abstract

N-Heterocyclic carbenes (NHCs) with a variety of oxidants promote the Mitsunobu-type coupling reactions of alcohols with phenols, carboxylic acids, and phthalimide. Experiments using a chiral alcohol indicate that these reactions proceed via SN1 or SN2 pathways depending on the polarity of the used solvents. The NHCs are consumed as reducing reagents to form their oxides as readily separable byproducts.

Graphical abstract: N-Heterocyclic carbene-mediated redox condensation of alcohols

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Publication details

The article was received on 18 May 2016, accepted on 08 Jun 2016 and first published on 09 Jun 2016


Article type: Communication
DOI: 10.1039/C6CC04154J
Citation: Chem. Commun., 2016,52, 8569-8572
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    N-Heterocyclic carbene-mediated redox condensation of alcohols

    T. Kato, S. Matsuoka and M. Suzuki, Chem. Commun., 2016, 52, 8569
    DOI: 10.1039/C6CC04154J

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