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Issue 79, 2015
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Efficient synthesis of polyfunctionalized thiophene-2,3-diones and thiophen-3(2H)-ones using β-oxodithioesters

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Abstract

Efficient methods for the preparation of polyfunctionalized thiophene-2,3-diones and thiophen-3(2H)-ones using β-oxodithioesters were described. In this study, β-oxodithioesters were found to react directly with oxalyl chloride producing 4-aroyl-5-(methylthio)thiophene-2,3-diones in 96–98% yields. However, β-oxodithioesters were found to react efficiently with chloroacetic anhydride in the presence of a base catalyst such as DMAP, which gave 4-aroyl-5-(methylthio)thiophen-3(2H)-ones in 61–77% yields.

Graphical abstract: Efficient synthesis of polyfunctionalized thiophene-2,3-diones and thiophen-3(2H)-ones using β-oxodithioesters

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The article was received on 17 Jun 2015, accepted on 23 Jul 2015 and first published on 23 Jul 2015


Article type: Communication
DOI: 10.1039/C5RA11629E
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RSC Adv., 2015,5, 64797-64801

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    Efficient synthesis of polyfunctionalized thiophene-2,3-diones and thiophen-3(2H)-ones using β-oxodithioesters

    S. Madabhushi, S. Kurva, V. Sriramoju, J. B. Nanubolu and S. R. Cirandur, RSC Adv., 2015, 5, 64797
    DOI: 10.1039/C5RA11629E

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