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Issue 21, 2004
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Dearomatising rearrangements of lithiated thiophenecarboxamides

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Abstract

Thiophene-3-carboxamides bearing allyl or benzyl substituents at nitrogen undergo dearomatising cyclisation on treatment with LDA. Rearrangements transform the dearomatised products into pyrrolinones, azepinones or partially saturated azepinothiophenes.

Graphical abstract: Dearomatising rearrangements of lithiated thiophenecarboxamides

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Publication details

The article was received on 17 Jun 2004, accepted on 13 Aug 2004 and first published on 22 Sep 2004


Article type: Communication
DOI: 10.1039/B409150G
Citation: Chem. Commun., 2004,0, 2430-2431
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    Dearomatising rearrangements of lithiated thiophenecarboxamides

    J. Clayden, R. Turnbull, M. Helliwell and I. Pinto, Chem. Commun., 2004, 0, 2430
    DOI: 10.1039/B409150G

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