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Issue 16, 2014
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Copper-catalyzed benzylic C(sp3)–H alkoxylation of heterocyclic compounds

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Abstract

We achieved intra- and intermolecular C(sp3)–H alkoxylation of benzylic positions of heteroaromatic compounds using CuBrn (n = 1, 2)/5,6-dimethylphenanthroline (or 4,7-dimethoxyphenanthroline) and (tBuO)2 as a catalyst and an oxidant, respectively. The reaction proceeded at both terminal and internal benzylic positions of the alkyl groups. The intramolecular alkoxylation was performed on a gram scale.

Graphical abstract: Copper-catalyzed benzylic C(sp3)–H alkoxylation of heterocyclic compounds

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Publication details

The article was received on 27 Jan 2014, accepted on 20 Feb 2014 and first published on 21 Feb 2014


Article type: Communication
DOI: 10.1039/C4OB00215F
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 2528-2532
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    Copper-catalyzed benzylic C(sp3)–H alkoxylation of heterocyclic compounds

    N. Takemura, Y. Kuninobu and M. Kanai, Org. Biomol. Chem., 2014, 12, 2528
    DOI: 10.1039/C4OB00215F

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