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Issue 13, 2018
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Assembly of fully substituted 2,5-dihydrothiophenes via a novel sequential multicomponent reaction

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Abstract

A new and efficient synthesis of fully substituted 2,5-dihydrothiophenes by a sequential one-pot four component reaction between primary amines, β-ketoesters, aryl isothiocyanates and 1,2-diaza-1,3-dienes (DDs) is reported. A careful selection of the starting materials enables the choice of up to six different variations in the architecture of the final products. Furthermore, the acidic treatment of the so-obtained 2,5-dihydrothiophenes furnishes the corresponding 5-amino thiophene-2,4-dicarboxylates.

Graphical abstract: Assembly of fully substituted 2,5-dihydrothiophenes via a novel sequential multicomponent reaction

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Publication details

The article was received on 04 Apr 2018, accepted on 18 May 2018 and first published on 21 May 2018


Article type: Research Article
DOI: 10.1039/C8QO00343B
Citation: Org. Chem. Front., 2018,5, 2108-2114
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    Assembly of fully substituted 2,5-dihydrothiophenes via a novel sequential multicomponent reaction

    G. Mari, M. Verboni, L. De Crescentini, G. Favi, S. Santeusanio and F. Mantellini, Org. Chem. Front., 2018, 5, 2108
    DOI: 10.1039/C8QO00343B

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