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Issue 48, 2009
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Palladium(II)-catalyzed coupling reactions with a chelating vinyl ether and arylboronic acids: a new Heck/Suzuki domino diarylation reaction

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Abstract

A mild and novel palladium(II)-catalyzed domino Heck/Suzuki α,β-diarylation-reduction of a dimethylaminoethyl substituted chelating vinyl ether was developed by using electron-rich arylboronic acids in combination with p-benzoquinone. Based on the preparative results, a catalytic cycle is proposed. Further, highly regioselective palladium(II)-catalyzed α- or β-monoarylation of the chelating vinyl ether was achieved using either a bidentate ligand or by employing ligand-less conditions.

Graphical abstract: Palladium(ii)-catalyzed coupling reactions with a chelating vinyl ether and arylboronic acids: a new Heck/Suzuki domino diarylation reaction

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Publication details

The article was received on 07 Sep 2009, accepted on 20 Oct 2009 and first published on 05 Nov 2009


Article type: Communication
DOI: 10.1039/B918358B
Chem. Commun., 2009, 7587-7589

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    Palladium(II)-catalyzed coupling reactions with a chelating vinyl ether and arylboronic acids: a new Heck/Suzuki domino diarylation reaction

    A. Trejos, A. Fardost, S. Yahiaoui and M. Larhed, Chem. Commun., 2009, 7587
    DOI: 10.1039/B918358B

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