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Issue 42, 2011
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Iodobenzene catalysed synthesis of spirofurans and benzopyrans by oxidative cyclisation of vinylogous esters

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Abstract

Vinylogous esters bearing para or metamethoxy benzyl groups undergo oxidative cyclisation with 5–20 mol% iodobenzene and m-CPBA to give spirofuran or benzopyran containing heterocycles. The reaction allows rapid generation of skeletal complexity in good to excellent yields via a novel oxidative cyclisation.

Graphical abstract: Iodobenzene catalysed synthesis of spirofurans and benzopyrans by oxidative cyclisation of vinylogous esters

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Publication details

The article was received on 12 Aug 2011, accepted on 08 Sep 2011 and first published on 26 Sep 2011


Article type: Communication
DOI: 10.1039/C1CC15015D
Citation: Chem. Commun., 2011,47, 11778-11780
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    Iodobenzene catalysed synthesis of spirofurans and benzopyrans by oxidative cyclisation of vinylogous esters

    M. Ngatimin, R. Frey, C. Andrews, D. W. Lupton and O. E. Hutt, Chem. Commun., 2011, 47, 11778
    DOI: 10.1039/C1CC15015D

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