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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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Supplementary files

Article information


Submitted
17 Jun 2004
Accepted
13 Aug 2004
First published
22 Sep 2004

Chem. Commun., 2004, 2430-2431
Article type
Communication

Dearomatising rearrangements of lithiated thiophenecarboxamides

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

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