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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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Article information


Submitted
12 Aug 2011
Accepted
08 Sep 2011
First published
26 Sep 2011

Chem. Commun., 2011,47, 11778-11780
Article type
Communication

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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